diff --git a/.github/workflows/check.yml b/.github/workflows/check.yml
index f6bc7c3..c676a96 100644
--- a/.github/workflows/check.yml
+++ b/.github/workflows/check.yml
@@ -12,8 +12,7 @@ permissions:
 
 env:
   MINIMUM_PYTHON_VERSION: "3.9"
-  UV_VERSION: "0.4.18"
-  UV_CACHE_DIR: /tmp/.uv-cache
+  UV_VERSION: "0.5.1"
 
 # If new code is pushed to a PR branch, then cancel in progress workflows for that PR. Ensures that
 # we don't waste CI time, and returns results quicker https://github.com/jonhoo/rust-ci-conf/pull/5
@@ -40,16 +39,10 @@ jobs:
       #  -----  setup uv and load cache   -----
       #----------------------------------------------
       - name: Set up uv
-        run: curl -LsSf https://astral.sh/uv/${{ env.UV_VERSION }}/install.sh | sh
-
-      - name: Restore uv cache
-        uses: actions/cache@v4
+        uses: astral-sh/setup-uv@v3
         with:
-          path: /tmp/.uv-cache
-          key: uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-          restore-keys: |
-            uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-            uv-${{ runner.os }}
+          version: ${{ env.UV_VERSION }}
+          enable-cache: true
 
       - name: Load cached venv
         id: cached-venv
@@ -65,8 +58,6 @@ jobs:
       - name: check formatting
         run: make check-fmt
 
-      - name: Minimize uv cache
-        run: uv cache prune --ci
   lint:
     runs-on: ubuntu-latest
     name: ubuntu / 3.9 / lint
@@ -84,16 +75,10 @@ jobs:
       #  -----  setup uv and load cache   -----
       #----------------------------------------------
       - name: Set up uv
-        run: curl -LsSf https://astral.sh/uv/${{ env.UV_VERSION }}/install.sh | sh
-
-      - name: Restore uv cache
-        uses: actions/cache@v4
+        uses: astral-sh/setup-uv@v3
         with:
-          path: /tmp/.uv-cache
-          key: uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-          restore-keys: |
-            uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-            uv-${{ runner.os }}
+          version: ${{ env.UV_VERSION }}
+          enable-cache: true
 
       - name: Load cached venv
         id: cached-venv
@@ -101,15 +86,14 @@ jobs:
         with:
           path: .venv
           key: venv-${{ runner.os }}-${{ steps.setup-python.outputs.python-version }}-${{ hashFiles('**/pyproject.toml') }}-${{ hashFiles('**/uv.lock') }}
+
       - name: Install dependencies
         if: steps.cached-venv.outputs.cache-hit != 'true'
         run: make install-dev
+
       - name: lint code
         run: make lint
 
-      - name: Minimize uv cache
-        run: uv cache prune --ci
-
   type-check:
     runs-on: ubuntu-latest
     name: ubuntu / 3.9 / type-check
@@ -127,16 +111,10 @@ jobs:
       #  -----  setup uv and load cache   -----
       #----------------------------------------------
       - name: Set up uv
-        run: curl -LsSf https://astral.sh/uv/${{ env.UV_VERSION }}/install.sh | sh
-
-      - name: Restore uv cache
-        uses: actions/cache@v4
+        uses: astral-sh/setup-uv@v3
         with:
-          path: /tmp/.uv-cache
-          key: uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-          restore-keys: |
-            uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-            uv-${{ runner.os }}
+          version: ${{ env.UV_VERSION }}
+          enable-cache: true
 
       - name: Load cached venv
         id: cached-venv
@@ -144,15 +122,14 @@ jobs:
         with:
           path: .venv
           key: venv-${{ runner.os }}-${{ steps.setup-python.outputs.python-version }}-${{ hashFiles('**/pyproject.toml') }}-${{ hashFiles('**/uv.lock') }}
+
       - name: Install dependencies
         if: steps.cached-venv.outputs.cache-hit != 'true'
         run: make install-dev
+
       - name: type-check code
         run: make type-check
 
-      - name: Minimize uv cache
-        run: uv cache prune --ci
-
   # https://github.com/marketplace/actions/alls-green#why used for branch protection checks
   check-check:
     if: always()
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index db3ad6b..9350650 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -17,8 +17,7 @@ permissions:
 
 env:
   MINIMUM_PYTHON_VERSION: "3.9"
-  UV_VERSION: "0.4.18"
-  UV_CACHE_DIR: /tmp/.uv-cache
+  UV_VERSION: "0.5.1"
 
 jobs:
   build:
@@ -48,16 +47,10 @@ jobs:
       #  -----  setup uv and load cache   -----
       #----------------------------------------------
       - name: Set up uv
-        run: curl -LsSf https://astral.sh/uv/${{ env.UV_VERSION }}/install.sh | sh
-
-      - name: Restore uv cache
-        uses: actions/cache@v4
+        uses: astral-sh/setup-uv@v3
         with:
-          path: /tmp/.uv-cache
-          key: uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-          restore-keys: |
-            uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-            uv-${{ runner.os }}
+          version: ${{ env.UV_VERSION }}
+          enable-cache: true
 
       #----------------------------------------------
       #  -----  build distribution -----
@@ -73,9 +66,6 @@ jobs:
           name: pypi_files
           path: dist
 
-      - name: Minimize uv cache
-        run: uv cache prune --ci
-
   test-build:
     # This action runs the test suite on the built artifact in the `build` action.
     # The default is to run this in ubuntu, macos and windows
diff --git a/.github/workflows/scheduled.yml b/.github/workflows/scheduled.yml
index d4f3ec2..ab75168 100644
--- a/.github/workflows/scheduled.yml
+++ b/.github/workflows/scheduled.yml
@@ -18,51 +18,75 @@ concurrency:
 name: rolling
 
 env:
-  UV_VERSION: "0.4.18"
-  UV_CACHE_DIR: /tmp/.uv-cache
+  UV_VERSION: "0.5.1"
 
 jobs:
+  # https://twitter.com/mycoliza/status/1571295690063753218
+  nightly:
+    runs-on: ubuntu-latest
+    name: ubuntu / 3.14-dev
+    steps:
+      - uses: actions/checkout@v4
+        with:
+          submodules: true
+
+      - name: Set up uv
+        uses: astral-sh/setup-uv@v3
+        with:
+          version: ${{ env.UV_VERSION }}
+          enable-cache: true
+
+      - name: Install python
+        uses: actions/setup-python@v5
+        with:
+          python-version: "3.14-dev"
+
+      - run: python --version
+
+      - name: uv lock
+        if: hashFiles('uv.lock') == ''
+        run: uv lock
+
+      - name: uv sync --dev
+        run: uv sync --dev
+
+      - name: make test
+        run: make test
+
   # https://twitter.com/alcuadrado/status/1571291687837732873
   update:
     # This action checks that updating the dependencies of this crate to the latest available that
-    # satisfy the versions in Cargo.toml does not break this crate. This is important as consumers
+    # satisfy the versions in pyproject.toml does not break this crate. This is important as consumers
     # of this crate will generally use the latest available crates. This is subject to the standard
     # Cargo semver rules (i.e cargo does not update to a new major version unless explicitly told
     # to).
     runs-on: ubuntu-latest
     name: ubuntu / 3.12 / updates work
-    # There's no point running this if no Cargo.lock was checked in in the first place, since we'd
+    # There's no point running this if no uv.lock was checked in in the first place, since we'd
     # just redo what happened in the regular test job. Unfortunately, hashFiles only works in if on
     # steps, so we repeat it.
     steps:
       - uses: actions/checkout@v4
         with:
           submodules: true
+
       - name: Set up uv
         if: hashFiles('uv.lock') != ''
-        run: curl -LsSf https://astral.sh/uv/${{ env.UV_VERSION }}/install.sh | sh
+        uses: astral-sh/setup-uv@v3
+        with:
+          version: ${{ env.UV_VERSION }}
+          enable-cache: true
+
       - name: Install 3.12
         if: hashFiles('uv.lock') != ''
         uses: actions/setup-python@v5
         with:
           python-version: "3.12"
 
-      - name: Restore uv cache
-        uses: actions/cache@v4
-        with:
-          path: /tmp/.uv-cache
-          key: uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-          restore-keys: |
-            uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-            uv-${{ runner.os }}
-
       - name: uv sync --dev --upgrade
         if: hashFiles('uv.lock') != ''
         run: uv sync --dev --upgrade
+
       - name: make test
         if: hashFiles('uv.lock') != ''
         run: make test
-
-      - name: Minimize uv cache
-        if: hashFiles('uv.lock') != ''
-        run: uv cache prune --ci
diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index b276d4f..840760e 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -16,8 +16,7 @@ permissions:
 
 env:
   MINIMUM_PYTHON_VERSION: "3.9"
-  UV_VERSION: "0.4.18"
-  UV_CACHE_DIR: /tmp/.uv-cache
+  UV_VERSION: "0.5.1"
 
 jobs:
   coverage:
@@ -49,7 +48,10 @@ jobs:
           submodules: true
 
       - name: Set up uv
-        run: curl -LsSf https://astral.sh/uv/${{ env.UV_VERSION }}/install.sh | sh
+        uses: astral-sh/setup-uv@v3
+        with:
+          version: ${{ env.UV_VERSION }}
+          enable-cache: true
 
       - name: Set up Python ${{ matrix.python-version }}
         id: setup-python
@@ -57,15 +59,6 @@ jobs:
         with:
           python-version: ${{ matrix.python-version }}
 
-      - name: Restore uv cache
-        uses: actions/cache@v4
-        with:
-          path: /tmp/.uv-cache
-          key: uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-          restore-keys: |
-            uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-            uv-${{ runner.os }}
-
       - name: Load cached venv
         id: cached-venv
         uses: actions/cache@v4
@@ -80,11 +73,8 @@ jobs:
       - name: Run tests for coverage
         run: make test-w-coverage cov_report=xml
 
-      - name: Minimize uv cache
-        run: uv cache prune --ci
-
       - name: Upload coverage to Codecov
-        uses: codecov/codecov-action@v4
+        uses: codecov/codecov-action@v5
         with:
           token: ${{ secrets.CODECOV_TOKEN }}
           # directory: ./coverage
@@ -116,7 +106,10 @@ jobs:
           submodules: true
 
       - name: Set up uv
-        run: curl -LsSf https://astral.sh/uv/${{ env.UV_VERSION }}/install.sh | sh
+        uses: astral-sh/setup-uv@v3
+        with:
+          version: ${{ env.UV_VERSION }}
+          enable-cache: true
 
       - name: Set up Python ${{ env.MINIMUM_PYTHON_VERSION }}
         id: setup-python
@@ -124,15 +117,6 @@ jobs:
         with:
           python-version: ${{ env.MINIMUM_PYTHON_VERSION }}
 
-      - name: Restore uv cache
-        uses: actions/cache@v4
-        with:
-          path: /tmp/.uv-cache
-          key: uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-          restore-keys: |
-            uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-            uv-${{ runner.os }}
-
       - name: Load cached venv
         id: cached-venv
         uses: actions/cache@v4
@@ -149,9 +133,6 @@ jobs:
       - name: make doc-tests
         run: make doc-tests cov_report=xml
 
-      - name: Minimize uv cache
-        run: uv cache prune --ci
-
       - name: Upload coverage to Codecov
         uses: codecov/codecov-action@v4
         with:
@@ -181,8 +162,12 @@ jobs:
       - uses: actions/checkout@v4
         with:
           submodules: true
+
       - name: Set up uv
-        run: curl -LsSf https://astral.sh/uv/${{ env.UV_VERSION }}/install.sh | sh
+        uses: astral-sh/setup-uv@v3
+        with:
+          version: ${{ env.UV_VERSION }}
+          enable-cache: true
 
       - name: Set up Python ${{ env.MINIMUM_PYTHON_VERSION }}
         id: setup-python
@@ -190,24 +175,12 @@ jobs:
         with:
           python-version: ${{ env.MINIMUM_PYTHON_VERSION }}
 
-      - name: Restore uv cache
-        uses: actions/cache@v4
-        with:
-          path: /tmp/.uv-cache
-          key: uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-          restore-keys: |
-            uv-${{ runner.os }}-${{ hashFiles('uv.lock') }}
-            uv-${{ runner.os }}
-
       - name: install lowest direct dependencies
         run: uv sync --resolution lowest-direct --all-extras --dev
 
       - name: make test
         run: make test
 
-      - name: Minimize uv cache
-        run: uv cache prune --ci
-
   # https://github.com/marketplace/actions/alls-green#why used for branch protection checks
   test-check:
     if: always()
diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index d58c332..a84b1f6 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -1,34 +1,27 @@
 # See https://pre-commit.com for more information
 # See https://pre-commit.com/hooks.html for more hooks
 repos:
-  - repo: https://github.com/pre-commit/pre-commit-hooks
-    rev: v4.5.0
-    hooks:
-      - id: check-yaml
-        stages: [commit]
-      - id: check-json
-        stages: [commit]
-      - id: check-toml
-        stages: [commit]
-      - id: check-merge-conflict
-        stages: [commit]
-      - id: check-case-conflict
-        stages: [commit]
-      - id: detect-private-key
-        stages: [commit]
-      # - id: end-of-file-fixer
-      - id: check-added-large-files
-        stages: [commit]
-  - repo: https://github.com/astral-sh/ruff-pre-commit
-    # Ruff version.
-    rev: v0.7.0
-    hooks:
-      # Run the linter.
-      - id: ruff
-      # Run the formatter.
-      - id: ruff-format
-  - repo: https://github.com/crate-ci/committed
-    rev: v1.0.20
-    hooks:
-      - id: committed
-        stages: [commit-msg]
+    - repo: https://github.com/pre-commit/pre-commit-hooks
+      rev: v5.0.0
+      hooks:
+          - id: check-yaml
+          - id: check-json
+          - id: check-toml
+          - id: check-merge-conflict
+          - id: check-case-conflict
+          - id: detect-private-key
+          # - id: end-of-file-fixer
+          - id: check-added-large-files
+    - repo: https://github.com/astral-sh/ruff-pre-commit
+      # Ruff version.
+      rev: v0.7.4
+      hooks:
+          # Run the linter.
+          - id: ruff
+          # Run the formatter.
+          - id: ruff-format
+    - repo: https://github.com/crate-ci/committed
+      rev: v1.0.20
+      hooks:
+          - id: committed
+            stages: [commit-msg]
diff --git a/Makefile b/Makefile
index dec88b1..0748af1 100644
--- a/Makefile
+++ b/Makefile
@@ -150,8 +150,8 @@ publish:
 prepare-release: update-changelog tests/requirements-testing.lock
 
 # we use lock extension so that dependabot doesn't pick up changes in this file
-tests/requirements-testing.lock: pyproject.toml tests/requirements-testing.in
-	uv pip compile $^ --output-file $@
+tests/requirements-testing.lock: pyproject.toml
+	uv export --dev --format requirements-txt --no-hashes --no-emit-project --output-file $@
 
 .PHONY: update-changelog
 update-changelog: CHANGELOG.md
diff --git a/mypy.ini b/mypy.ini
index 18a6155..ea4d3cc 100644
--- a/mypy.ini
+++ b/mypy.ini
@@ -4,5 +4,5 @@ namespace_packages = True
 explicit_package_bases = True
 show_error_codes = True
 ignore_missing_imports = True
-python_version = 3.8
+python_version = 3.9
 ; plugins = adt.mypy_plugin
diff --git a/pyproject.toml b/pyproject.toml
index c0b12ef..33a33fa 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -38,21 +38,16 @@ classifiers = [
     "Topic :: Utilities",
 ]
 
-[project.optional-dependencies]
+[dependency-groups]
 dev = [
+    "mypy>=1.12.1",
     "pytest>=8.3.3",
+    "pytest-cov>=5.0.0",
+    "ruff>=0.7.0",
+    "syrupy>=4.7.2",
 ]
 
+
 [build-system]
 requires = ["hatchling"]
 build-backend = "hatchling.build"
-
-[tool.uv]
-dev-dependencies = [
-    "bump-my-version>=0.28.0",
-    "mypy>=1.12.1",
-    "pytest-cov>=5.0.0",
-    "pytest>=8.3.3",
-    "ruff>=0.7.0",
-    "syrupy>=4.7.2",
-]
diff --git a/ruff.toml b/ruff.toml
index 4221071..b55b803 100644
--- a/ruff.toml
+++ b/ruff.toml
@@ -1,5 +1,7 @@
 line-length = 97
 
+target-version = "py39"
+
 [lint]
 select = [
     "A",    # flake8-builtins
diff --git a/src/parallel_corpus/graph.py b/src/parallel_corpus/graph.py
index 0ccfb2f..081b50f 100644
--- a/src/parallel_corpus/graph.py
+++ b/src/parallel_corpus/graph.py
@@ -1,10 +1,12 @@
 """Parallel corpus as a graph."""
 
+import copy
 import itertools
 import logging
 import re
+from collections.abc import Iterable
 from dataclasses import dataclass
-from typing import Dict, Iterable, List, Optional, TypedDict, TypeVar
+from typing import Optional, TypedDict, TypeVar
 
 import parallel_corpus.shared.ranges
 import parallel_corpus.shared.str_map
@@ -32,24 +34,24 @@ class Edge:
     # a copy of the identifier used in the edges object of the graph
     id: str
     # these are ids to source and target tokens
-    ids: List[str]
+    ids: list[str]
     # labels on this edge
-    labels: List[str]
+    labels: list[str]
     # is this manually or automatically aligned
     manual: bool
     comment: Optional[str] = None
 
 
-Edges = Dict[str, Edge]
+Edges = dict[str, Edge]
 
 
 @dataclass
-class Graph(SourceTarget[List[Token]]):  # noqa: D101
+class Graph(SourceTarget[list[Token]]):  # noqa: D101
     edges: Edges
     comment: Optional[str] = None
 
     def copy_with_updated_side_and_edges(  # noqa: D102
-        self, side: Side, new_tokens: List[Token], edges: Edges
+        self, side: Side, new_tokens: list[Token], edges: Edges
     ) -> "Graph":
         source = self.source if side == Side.target else new_tokens
         target = new_tokens if side == Side.target else self.target
@@ -64,8 +66,8 @@ def next_id(g: Graph) -> int:
 
 
 def edge(
-    ids: List[str],
-    labels: List[str],
+    ids: list[str],
+    labels: list[str],
     *,
     comment: Optional[str] = None,
     manual: bool = False,
@@ -81,7 +83,7 @@ def edge(
     )
 
 
-def edge_record(es: Iterable[Edge]) -> Dict[str, Edge]:
+def edge_record(es: Iterable[Edge]) -> dict[str, Edge]:
     return {e.id: e for e in es}
 
 
@@ -95,7 +97,7 @@ def init_with_source_and_target(source: str, target: str, *, manual: bool = Fals
     )
 
 
-def init_from(tokens: List[str], *, manual: bool = False) -> Graph:
+def init_from(tokens: list[str], *, manual: bool = False) -> Graph:
     return align(
         Graph(
             source=text_token.identify(tokens, "s"),
@@ -108,7 +110,7 @@ def init_from(tokens: List[str], *, manual: bool = False) -> Graph:
 
 
 def init_from_source_and_target(
-    source: List[str], target: List[str], *, manual: bool = False
+    source: list[str], target: list[str], *, manual: bool = False
 ) -> Graph:
     source_tokens = text_token.identify(source, "s")
     target_tokens = text_token.identify(target, "t")
@@ -128,12 +130,12 @@ def init_from_source_and_target(
 
 class TextLabels(TypedDict):
     text: str
-    labels: List[str]
+    labels: list[str]
 
 
-def from_unaligned(st: SourceTarget[List[TextLabels]]) -> Graph:
+def from_unaligned(st: SourceTarget[list[TextLabels]]) -> Graph:
     """Initialize a graph from unaligned tokens."""
-    edges: Dict[str, Edge] = {}
+    edges: dict[str, Edge] = {}
 
     def proto_token_to_token(tok: TextLabels, i: int, prefix: str) -> Token:
         id_ = f"{prefix}{i}"
@@ -141,7 +143,7 @@ def proto_token_to_token(tok: TextLabels, i: int, prefix: str) -> Token:
         edges[id_] = e
         return Token(tok["text"], id_)
 
-    def proto_tokens_to_tokens(toks: List[TextLabels], side: Side) -> List[Token]:
+    def proto_tokens_to_tokens(toks: list[TextLabels], side: Side) -> list[Token]:
         return [
             proto_token_to_token(tok, i, "s" if side == Side.source else "t")
             for i, tok in enumerate(toks)
@@ -206,7 +208,7 @@ def align(g: Graph) -> Graph:
             c.a is not None and c.b is not None and c.a.id is not None and c.b.id is not None
         ):
             uf.union(c.a.id, c.b.id)
-    proto_edges: Dict[str, Edge] = {k: e for k, e in g.edges.items() if e.manual}
+    proto_edges: dict[str, Edge] = {k: e for k, e in g.edges.items() if e.manual}
     first: UniqueCheck[str] = UniqueCheck()
 
     def update_edges(tokens, _side) -> None:  # noqa: ANN001
@@ -231,31 +233,52 @@ def rearrange(g: Graph, begin: int, end: int, dest: int) -> Graph:
     return align(unaligned_rearrange(g, begin, end, dest))
 
 
-def target_text(g: SourceTarget[List[text_token.Text]]) -> str:
+def target_text(g: SourceTarget[list[text_token.Text]]) -> str:
     return text_token.text(g.target)
 
 
+def connect_isolated_tokens_based_on_index(g: Graph) -> Graph:
+    g_new = copy.deepcopy(g)
+    isolated_source_edges = [
+        e for e in g_new.edges.values() if len(e.ids) == 1 and e.ids[0].startswith("s")
+    ]
+    isolated_target_edges = [
+        e for e in g_new.edges.values() if len(e.ids) == 1 and e.ids[0].startswith("t")
+    ]
+    for s_edge in isolated_source_edges:
+        needle = s_edge.ids[0].replace("s", "t")
+        t_edge = next(filter(lambda t: t.ids[0] == needle, isolated_target_edges), None)
+        if t_edge:
+            del g_new.edges[s_edge.id]
+            del g_new.edges[t_edge.id]
+
+            new_edge = merge_edges(s_edge, t_edge)
+            g_new.edges[new_edge.id] = new_edge
+
+    return g_new
+
+
 @dataclass
 class CharIdPair:
     char: str
     id: Optional[str] = None
 
 
-def to_char_ids(token: Token) -> List[CharIdPair]:
+def to_char_ids(token: Token) -> list[CharIdPair]:
     return parallel_corpus.shared.str_map.str_map(
         token.text,
         lambda char, _i: CharIdPair(char=char, id=None if char == " " else token.id),
     )
 
 
-def edge_map(g: Graph) -> Dict[str, Edge]:
+def edge_map(g: Graph) -> dict[str, Edge]:
     """Map from token ids to edges.
 
     Args:
         g (Graph): the Graph to build the edge map from.
 
     Returns:
-        Dict[str, Edge]: a map from token ids to edges
+        dict[str, Edge]: a map from token ids to edges
     """
     edges = {}
     for e in g.edges.values():
@@ -331,7 +354,7 @@ def get_side_text(g: Graph, side: Side) -> str:
     return text_token.text(g.get_side(side))
 
 
-def get_side_texts(g: Graph, side: Side) -> List[str]:
+def get_side_texts(g: Graph, side: Side) -> list[str]:
     return text_token.texts(g.get_side(side))
 
 
diff --git a/src/parallel_corpus/shared/__init__.py b/src/parallel_corpus/shared/__init__.py
index 196f7e7..71d74bd 100644
--- a/src/parallel_corpus/shared/__init__.py
+++ b/src/parallel_corpus/shared/__init__.py
@@ -1,7 +1,7 @@
 """Utilities."""
 
 import re
-from typing import List, TypeVar
+from typing import TypeVar
 
 from . import diffs
 
@@ -17,8 +17,8 @@ def end_with_space(s: str) -> str:
     return f"{s} " if (ENDING_WHITESPACE.fullmatch(s[-1]) is None) else s
 
 
-def uniq(xs: List[str]) -> List[str]:
-    used = set()
+def uniq(xs: list[str]) -> list[str]:
+    used: set[str] = set()
     return [x for x in xs if x not in used and (used.add(x) or True)]  # type: ignore [func-returns-value]
 
 
diff --git a/src/parallel_corpus/shared/dicts.py b/src/parallel_corpus/shared/dicts.py
index 7041264..048eaa6 100644
--- a/src/parallel_corpus/shared/dicts.py
+++ b/src/parallel_corpus/shared/dicts.py
@@ -1,6 +1,6 @@
-"""Dicts."""
+"""dicts."""
 
-from typing import TYPE_CHECKING, Callable, Dict, List, TypeVar
+from typing import TYPE_CHECKING, Callable, TypeVar
 
 if TYPE_CHECKING:
     from _typeshed import SupportsRichComparison
@@ -14,15 +14,15 @@
 V = TypeVar("V")
 
 
-def modify(x: Dict[K, V], k: K, default: V, f: Callable[[V], V]) -> V:  # noqa: D103
+def modify(x: dict[K, V], k: K, default: V, f: Callable[[V], V]) -> V:  # noqa: D103
     x[k] = f(x.get(k) or default)
     return x[k]
 
 
-def traverse(x: Dict[K, A], k: Callable[[A, K], B], *, sort_keys: bool = False) -> List[B]:  # noqa: D103
+def traverse(x: dict[K, A], k: Callable[[A, K], B], *, sort_keys: bool = False) -> list[B]:  # noqa: D103
     ks = sorted(x.keys()) if sort_keys else x.keys()
     return [k(x[i], i) for i in ks]
 
 
-def filter_dict(x: Dict[K, A], k: Callable[[A, K], bool]) -> Dict[K, A]:  # noqa: D103
+def filter_dict(x: dict[K, A], k: Callable[[A, K], bool]) -> dict[K, A]:  # noqa: D103
     return {id_: a for id_, a in x.items() if k(a, id_)}
diff --git a/src/parallel_corpus/shared/diffs.py b/src/parallel_corpus/shared/diffs.py
index 233e29c..8af4b76 100644
--- a/src/parallel_corpus/shared/diffs.py
+++ b/src/parallel_corpus/shared/diffs.py
@@ -1,8 +1,9 @@
 """Diffs."""
 
 import enum
+from collections.abc import Generator
 from itertools import starmap
-from typing import Any, Callable, Dict, Generator, Generic, List, Optional, Tuple, TypeVar, Union
+from typing import Any, Callable, Generic, Optional, TypeVar, Union
 
 import diff_match_patch as dmp_module
 from typing_extensions import Self
@@ -46,8 +47,8 @@ def deleted(cls, a: A) -> Self:  # noqa: D102
     def inserted(cls, b: B) -> Self:  # noqa: D102
         return cls(ChangeType.INSERTED, b=b)
 
-    def model_dump(self) -> Dict[str, Union[int, A, B]]:  # noqa: D102
-        out: Dict[str, Union[int, A, B]] = {
+    def model_dump(self) -> dict[str, Union[int, A, B]]:  # noqa: D102
+        out: dict[str, Union[int, A, B]] = {
             "change": int(self.change),
         }
         if self.a is not None:
@@ -94,17 +95,17 @@ def char_stream() -> Generator[str, None, None]:
 
 
 def hdiff(  # noqa: D103
-    xs: List[A],
-    ys: List[B],
+    xs: list[A],
+    ys: list[B],
     a_cmp: Callable[[A], str] = str,
     b_cmp: Callable[[B], str] = str,
-) -> List[Change[A, B]]:
-    to: Dict[str, str] = {}
-    a_from: Dict[str, List[A]] = {}
-    b_from: Dict[str, List[B]] = {}
+) -> list[Change[A, B]]:
+    to: dict[str, str] = {}
+    a_from: dict[str, list[A]] = {}
+    b_from: dict[str, list[B]] = {}
     chars = char_stream()
 
-    def assign(c: C, c_cmp: Callable[[C], str], c_from: Dict[str, List[C]]) -> str:
+    def assign(c: C, c_cmp: Callable[[C], str], c_from: dict[str, list[C]]) -> str:
         s = c_cmp(c)
         u = to.get(s)
         if u is None:
@@ -147,7 +148,7 @@ def map_change(change: int, cs):  # noqa: ANN001, ANN202
     return out
 
 
-def token_diff(s1: str, s2: str) -> List[Tuple[int, str]]:  # noqa: D103
+def token_diff(s1: str, s2: str) -> list[tuple[int, str]]:  # noqa: D103
     d = dmp.diff_main(s1, s2)
     dmp.diff_cleanupSemantic(d)
     return d
diff --git a/src/parallel_corpus/shared/functional.py b/src/parallel_corpus/shared/functional.py
index 062bcbd..13867a7 100644
--- a/src/parallel_corpus/shared/functional.py
+++ b/src/parallel_corpus/shared/functional.py
@@ -1,6 +1,7 @@
 """Functional utilities."""
 
-from typing import Callable, Sequence, TypeVar
+from collections.abc import Sequence
+from typing import Callable, TypeVar
 
 A = TypeVar("A")
 
diff --git a/src/parallel_corpus/shared/ids.py b/src/parallel_corpus/shared/ids.py
index f1b2510..bcd5701 100644
--- a/src/parallel_corpus/shared/ids.py
+++ b/src/parallel_corpus/shared/ids.py
@@ -1,7 +1,7 @@
 """Ids."""
 
 import re
-from typing import Iterable
+from collections.abc import Iterable
 
 DIGITS = re.compile(r"\d+")
 
diff --git a/src/parallel_corpus/shared/lists.py b/src/parallel_corpus/shared/lists.py
index a0e25e9..85fa629 100644
--- a/src/parallel_corpus/shared/lists.py
+++ b/src/parallel_corpus/shared/lists.py
@@ -1,12 +1,12 @@
-"""List."""
+"""list."""
 
 import copy
-from typing import List, Tuple, TypeVar
+from typing import TypeVar
 
 A = TypeVar("A")
 
 
-def rearrange(xs: List[A], begin: int, end: int, dest: int) -> List[A]:
+def rearrange(xs: list[A], begin: int, end: int, dest: int) -> list[A]:
     """Move a slice of the items and puts back them at some destination.
 
     rearrange([0, 1, 2, 3], 1, 2, 0) // => [1, 2, 0, 3]
@@ -23,14 +23,14 @@ def rearrange(xs: List[A], begin: int, end: int, dest: int) -> List[A]:
     return pre + mid + post
 
 
-def splice(xs: List[A], start: int, count: int, *insert) -> Tuple[List[A], List[A]]:  # noqa: ANN002, D103
+def splice(xs: list[A], start: int, count: int, *insert) -> tuple[list[A], list[A]]:  # noqa: ANN002, D103
     ys = copy.deepcopy(xs)
     zs = ys[start : (start + count)]
     ys[start : (start + count)] = insert
     return ys, zs
 
 
-def split_at_3(xs: List[A], start: int, end: int) -> Tuple[List[A], List[A], List[A]]:
+def split_at_3(xs: list[A], start: int, end: int) -> tuple[list[A], list[A], list[A]]:
     """Split an array into three pieces.
 
     splitAt3('0123456'.split(''), 2, 4).map(xs => xs.join('')) // => ['01', '23', '456']
@@ -43,5 +43,5 @@ def split_at_3(xs: List[A], start: int, end: int) -> Tuple[List[A], List[A], Lis
     return a, b, c
 
 
-def split_at(xs: List[A], index: int) -> Tuple[List[A], List[A]]:  # noqa: D103
+def split_at(xs: list[A], index: int) -> tuple[list[A], list[A]]:  # noqa: D103
     return xs[:index], xs[index:]
diff --git a/src/parallel_corpus/shared/str_map.py b/src/parallel_corpus/shared/str_map.py
index 784fabd..fe469fa 100644
--- a/src/parallel_corpus/shared/str_map.py
+++ b/src/parallel_corpus/shared/str_map.py
@@ -1,9 +1,9 @@
 """str_map."""
 
-from typing import Callable, List, TypeVar
+from typing import Callable, TypeVar
 
 A = TypeVar("A")
 
 
-def str_map(s: str, f: Callable[[str, int], A]) -> List[A]:  # noqa: D103
+def str_map(s: str, f: Callable[[str, int], A]) -> list[A]:  # noqa: D103
     return [f(s[i], i) for i in range(len(s))]
diff --git a/src/parallel_corpus/shared/union_find.py b/src/parallel_corpus/shared/union_find.py
index 6cf01e1..7a32a87 100644
--- a/src/parallel_corpus/shared/union_find.py
+++ b/src/parallel_corpus/shared/union_find.py
@@ -4,7 +4,7 @@
 import functools
 import json
 from dataclasses import dataclass
-from typing import Callable, Dict, Generic, List, Optional, Tuple, TypeVar
+from typing import Callable, Generic, Optional, TypeVar
 
 from typing_extensions import Self
 
@@ -23,13 +23,13 @@ def union(self, x: A, y: A) -> A:
         """Make these belong to the same group."""
 
     @abc.abstractmethod
-    def unions(self, xs: List[A]) -> None:
+    def unions(self, xs: list[A]) -> None:
         """Make these belong to the same group."""
 
 
 class UnionFind(UnionFindOperations[int]):  # noqa: D101
-    def __init__(self, *, rev: Optional[List[int]] = None) -> None:  # noqa: D107
-        self._rev: List[int] = rev or []
+    def __init__(self, *, rev: Optional[list[Optional[int]]] = None) -> None:  # noqa: D107
+        self._rev: list[Optional[int]] = rev or []
 
     def find(self, x: int) -> int:  # noqa: D102
         while x >= len(self._rev):
@@ -47,14 +47,14 @@ def union(self, x: int, y: int) -> int:  # noqa: D102
             self._rev[find_y] = find_x
         return find_x
 
-    def unions(self, xs: List[int]) -> None:  # noqa: D102
+    def unions(self, xs: list[int]) -> None:  # noqa: D102
         functools.reduce(self.union, xs, xs[0])
 
 
 @dataclass
 class Renumber(Generic[A]):  # noqa: D101
-    bw: Dict[str, int]
-    fw: Dict[int, A]
+    bw: dict[str, int]
+    fw: dict[int, A]
     i = 0
     serialize: Callable[[A], str]
 
@@ -76,7 +76,7 @@ def init(cls, serialize: Callable[[A], str] = json.dumps) -> Self:  # noqa: D102
 
 def renumber(
     serialize: Callable[[A], str] = json.dumps,
-) -> Tuple[Callable[[int], Optional[A]], Callable[[A], int]]:
+) -> tuple[Callable[[int], Optional[A]], Callable[[A], int]]:
     """Assign unique numbers to each distinct element.
 
     const {un, num} = Renumber()
@@ -111,7 +111,7 @@ def find(self, x: A) -> Optional[A]:  # noqa: D102
     def union(self, x: A, y: A) -> Optional[A]:  # noqa: D102
         return self._renum.un(self._uf.union(self._renum.num(x), self._renum.num(y)))
 
-    def unions(self, xs: List[A]) -> None:  # noqa: D102
+    def unions(self, xs: list[A]) -> None:  # noqa: D102
         num_xs_0 = self._renum.num(xs[0])
         for x in xs[1:]:
             self._uf.union(num_xs_0, self._renum.num(x))
diff --git a/src/parallel_corpus/shared/unique_check.py b/src/parallel_corpus/shared/unique_check.py
index 71e81e4..47d8ccc 100644
--- a/src/parallel_corpus/shared/unique_check.py
+++ b/src/parallel_corpus/shared/unique_check.py
@@ -1,6 +1,6 @@
 """UniqueCheck."""
 
-from typing import Dict, Generic, TypeVar
+from typing import Generic, TypeVar
 
 S = TypeVar("S")
 
@@ -55,7 +55,7 @@ class Count(Generic[S]):
     """
 
     def __init__(self) -> None:  # noqa: D107
-        self.m: Dict[S, int] = {}
+        self.m: dict[S, int] = {}
 
     def get(self, s: S) -> int:  # noqa: D102
         return self.m.get(s) or 0
diff --git a/src/parallel_corpus/text_token.py b/src/parallel_corpus/text_token.py
index 9e10cb5..bc6bc6e 100644
--- a/src/parallel_corpus/text_token.py
+++ b/src/parallel_corpus/text_token.py
@@ -1,8 +1,9 @@
 """Token."""
 
 import re
+from collections.abc import Sequence
 from dataclasses import dataclass
-from typing import List, Sequence, TypedDict
+from typing import TypedDict
 
 from parallel_corpus import shared
 
@@ -33,7 +34,7 @@ def text(ts: Sequence[Text]) -> str:
     return "".join(texts(ts))
 
 
-def texts(ts: Sequence[Text]) -> List[str]:
+def texts(ts: Sequence[Text]) -> list[str]:
     """Return text from the given tokens as list.
 
     >>> texts(identify(tokenize('apa bepa cepa '), '#'))
@@ -42,7 +43,7 @@ def texts(ts: Sequence[Text]) -> List[str]:
     return [t.text for t in ts]
 
 
-def tokenize(s: str) -> List[str]:
+def tokenize(s: str) -> list[str]:
     """Tokenizes text on whitespace, prefers to have trailing whitespace."""
     return list(
         map(
@@ -52,7 +53,7 @@ def tokenize(s: str) -> List[str]:
     )
 
 
-def identify(toks: List[str], prefix: str) -> List[Token]:  # noqa: D103
+def identify(toks: list[str], prefix: str) -> list[Token]:  # noqa: D103
     return [Token(text=text, id=f"{prefix}{i}") for i, text in enumerate(toks)]
 
 
@@ -61,7 +62,7 @@ class TokenAt(TypedDict):  # noqa: D101
     offset: int
 
 
-def token_at(tokens: List[str], character_offset: int) -> TokenAt:
+def token_at(tokens: list[str], character_offset: int) -> TokenAt:
     """Return token at the given offset.
 
     >>> abc = ['012', '3456', '789']
diff --git a/tests/requirements-testing.in b/tests/requirements-testing.in
deleted file mode 100644
index af4a43e..0000000
--- a/tests/requirements-testing.in
+++ /dev/null
@@ -1,2 +0,0 @@
-pytest
-syrupy
diff --git a/tests/requirements-testing.lock b/tests/requirements-testing.lock
index 8ae81dd..199e9be 100644
--- a/tests/requirements-testing.lock
+++ b/tests/requirements-testing.lock
@@ -1,22 +1,37 @@
 # This file was autogenerated by uv via the following command:
-#    uv pip compile pyproject.toml tests/requirements-testing.in --output-file tests/requirements-testing.lock
+#    uv export --dev --format requirements-txt --no-hashes --no-emit-project --output-file tests/requirements-testing.lock
+annotated-types==0.7.0
+bracex==2.5.post1
+bump-my-version==0.28.0
+click==8.1.7
+colorama==0.4.6 ; sys_platform == 'win32' or platform_system == 'Windows'
+coverage==7.6.4
 diff-match-patch==20241021
-    # via parallel-corpus (pyproject.toml)
+exceptiongroup==1.2.2 ; python_full_version < '3.11'
 iniconfig==2.0.0
-    # via pytest
+markdown-it-py==3.0.0
+mdurl==0.1.2
 more-itertools==10.5.0
-    # via parallel-corpus (pyproject.toml)
+mypy==1.12.1
+mypy-extensions==1.0.0
 packaging==24.1
-    # via pytest
 pluggy==1.5.0
-    # via pytest
+prompt-toolkit==3.0.36
+pydantic==2.9.2
+pydantic-core==2.23.4
+pydantic-settings==2.6.0
+pygments==2.18.0
 pytest==8.3.3
-    # via
-    #   -r tests/requirements-testing.in
-    #   syrupy
+pytest-cov==5.0.0
+python-dotenv==1.0.1
+questionary==2.0.1
+rich==13.9.2
+rich-click==1.8.3
+ruff==0.7.0
 strenum==0.4.15
-    # via parallel-corpus (pyproject.toml)
 syrupy==4.7.2
-    # via -r tests/requirements-testing.in
+tomli==2.0.2 ; python_full_version <= '3.11'
+tomlkit==0.13.2
 typing-extensions==4.12.2
-    # via parallel-corpus (pyproject.toml)
+wcmatch==10.0
+wcwidth==0.2.13
diff --git a/tests/test_graph.py b/tests/test_graph.py
index 900b8c0..5ebf4c8 100644
--- a/tests/test_graph.py
+++ b/tests/test_graph.py
@@ -1,5 +1,3 @@
-from typing import List
-
 import pytest
 
 from parallel_corpus import graph, text_token
@@ -172,11 +170,11 @@ def test_graph_align() -> None:
     assert len(g_aligned.edges) == 2
 
 
-def show(g: graph.Graph) -> List[str]:
+def show(g: graph.Graph) -> list[str]:
     return [t.text for t in g.target]
 
 
-def show_source(g: graph.Graph) -> List[str]:
+def show_source(g: graph.Graph) -> list[str]:
     return [s.text for s in g.source]
 
 
@@ -305,3 +303,13 @@ def test_unaligned_rearrange() -> None:
 
 
 # target_text(unaligned_rearrange(init(), 1, 2, 0)) // =>
+
+
+def test_connecting_token_based_on_index() -> None:
+    original_text = "Den 24 maj: JfS 404: pä ansökan af handlanden E. G. Petersson i Mönstcräs. Den 25,maj: M 383: pá ansökan as"  # noqa: E501
+    generated_text = "Den 24 maj: № 404: på ansökan af handlanden E. G. Petersson i Mönsterås. Den 25 maj: № 383: på ansökan af"  # noqa: E501
+
+    g = graph.init_with_source_and_target(original_text, generated_text)
+    print(f"{g=}")
+    g_new = graph.connect_isolated_tokens_based_on_index(g)
+    assert "e-s3-t3" in g_new.edges
diff --git a/tests/test_token.py b/tests/test_token.py
index 2479ffa..6e46bd2 100644
--- a/tests/test_token.py
+++ b/tests/test_token.py
@@ -1,5 +1,3 @@
-from typing import List
-
 import pytest
 
 from parallel_corpus.text_token import Token, identify, tokenize
@@ -23,7 +21,7 @@ def test_can_create_token() -> None:
         ("  apa bepa cepa  ", ["  apa ", "bepa ", "cepa  "]),
     ],
 )
-def test_tokenize(text: str, expected: List[str], snapshot) -> None:
+def test_tokenize(text: str, expected: list[str], snapshot) -> None:
     actual = tokenize(text)
 
     assert actual == expected
diff --git a/uv.lock b/uv.lock
index 55566aa..f2d2c1d 100644
--- a/uv.lock
+++ b/uv.lock
@@ -5,55 +5,6 @@ resolution-markers = [
     "python_full_version >= '3.13'",
 ]
 
-[[package]]
-name = "annotated-types"
-version = "0.7.0"
-source = { registry = "https://pypi.org/simple" }
-sdist = { url = "https://files.pythonhosted.org/packages/ee/67/531ea369ba64dcff5ec9c3402f9f51bf748cec26dde048a2f973a4eea7f5/annotated_types-0.7.0.tar.gz", hash = "sha256:aff07c09a53a08bc8cfccb9c85b05f1aa9a2a6f23728d790723543408344ce89", size = 16081 }
-wheels = [
-    { url = "https://files.pythonhosted.org/packages/78/b6/6307fbef88d9b5ee7421e68d78a9f162e0da4900bc5f5793f6d3d0e34fb8/annotated_types-0.7.0-py3-none-any.whl", hash = "sha256:1f02e8b43a8fbbc3f3e0d4f0f4bfc8131bcb4eebe8849b8e5c773f3a1c582a53", size = 13643 },
-]
-
-[[package]]
-name = "bracex"
-version = "2.5.post1"
-source = { registry = "https://pypi.org/simple" }
-sdist = { url = "https://files.pythonhosted.org/packages/d6/6c/57418c4404cd22fe6275b8301ca2b46a8cdaa8157938017a9ae0b3edf363/bracex-2.5.post1.tar.gz", hash = "sha256:12c50952415bfa773d2d9ccb8e79651b8cdb1f31a42f6091b804f6ba2b4a66b6", size = 26641 }
-wheels = [
-    { url = "https://files.pythonhosted.org/packages/4b/02/8db98cdc1a58e0abd6716d5e63244658e6e63513c65f469f34b6f1053fd0/bracex-2.5.post1-py3-none-any.whl", hash = "sha256:13e5732fec27828d6af308628285ad358047cec36801598368cb28bc631dbaf6", size = 11558 },
-]
-
-[[package]]
-name = "bump-my-version"
-version = "0.28.0"
-source = { registry = "https://pypi.org/simple" }
-dependencies = [
-    { name = "click" },
-    { name = "pydantic" },
-    { name = "pydantic-settings" },
-    { name = "questionary" },
-    { name = "rich" },
-    { name = "rich-click" },
-    { name = "tomlkit" },
-    { name = "wcmatch" },
-]
-sdist = { url = "https://files.pythonhosted.org/packages/d4/25/9b361ff2d42733578ee2b5564cf8b7dc389a187b6b6184c2c19d090e3084/bump_my_version-0.28.0.tar.gz", hash = "sha256:ff3cb51bb15509ae8ebb8e8efa3eaa7c02209677f45457c8b007ef2f5bef7179", size = 983361 }
-wheels = [
-    { url = "https://files.pythonhosted.org/packages/5f/f8/3d46566ab1caaac211ef678160d8174cb8e88ab4bd22439cecc6351ddecd/bump_my_version-0.28.0-py3-none-any.whl", hash = "sha256:cc84ace477022a4cc8c401ef5c035f2f752df45488be90ccb764a47f7de0e395", size = 52201 },
-]
-
-[[package]]
-name = "click"
-version = "8.1.7"
-source = { registry = "https://pypi.org/simple" }
-dependencies = [
-    { name = "colorama", marker = "platform_system == 'Windows'" },
-]
-sdist = { url = "https://files.pythonhosted.org/packages/96/d3/f04c7bfcf5c1862a2a5b845c6b2b360488cf47af55dfa79c98f6a6bf98b5/click-8.1.7.tar.gz", hash = "sha256:ca9853ad459e787e2192211578cc907e7594e294c7ccc834310722b41b9ca6de", size = 336121 }
-wheels = [
-    { url = "https://files.pythonhosted.org/packages/00/2e/d53fa4befbf2cfa713304affc7ca780ce4fc1fd8710527771b58311a3229/click-8.1.7-py3-none-any.whl", hash = "sha256:ae74fb96c20a0277a1d615f1e4d73c8414f5a98db8b799a7931d1582f3390c28", size = 97941 },
-]
-
 [[package]]
 name = "colorama"
 version = "0.4.6"
@@ -164,27 +115,6 @@ wheels = [
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