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TLS Certificate Issue #93

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basilz opened this issue Jun 3, 2020 · 2 comments
Open

TLS Certificate Issue #93

basilz opened this issue Jun 3, 2020 · 2 comments

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@basilz
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basilz commented Jun 3, 2020

Hi,

I am trying to send an email with tls=TRUE using this code:

send.mail(
      from = "[email protected]",
      to = "[email protected]",
      subject = "Test",
      body = "Test",
      smtp = list(
        host.name = "mailgwc.test.eu",
        user.name = "username",
        passwd = "xxx",
        tls = TRUE
      ),
      authenticate = TRUE,
      debug = TRUE,
      send = TRUE
   )

I cannot send any email due to an issue clearly related to a certificate missing but I have no idea how to fix it in this case with rJava in between and strangely I haven't found anyone who came across the same issue.

Here is my debug:

DEBUG: JavaMail version 1.5.2
DEBUG: successfully loaded resource: /META-INF/javamail.default.providers
DEBUG: Tables of loaded providers
DEBUG: Providers Listed By Class Name: {com.sun.mail.smtp.SMTPSSLTransport=javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Oracle], com.sun.mail.smtp.SMTPTransport=javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle], com.sun.mail.imap.IMAPSSLStore=javax.mail.Provider[STORE,imaps,com.sun.mail.imap.IMAPSSLStore,Oracle], com.sun.mail.pop3.POP3SSLStore=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Oracle], com.sun.mail.imap.IMAPStore=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Oracle], com.sun.mail.pop3.POP3Store=javax.mail.Provider[STORE,pop3,com.sun.mail.pop3.POP3Store,Oracle]}
DEBUG: Providers Listed By Protocol: {imaps=javax.mail.Provider[STORE,imaps,com.sun.mail.imap.IMAPSSLStore,Oracle], imap=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Oracle], smtps=javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Oracle], pop3=javax.mail.Provider[STORE,pop3,com.sun.mail.pop3.POP3Store,Oracle], pop3s=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Oracle], smtp=javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle]}
DEBUG: successfully loaded resource: /META-INF/javamail.default.address.map
DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle]
DEBUG SMTP: need username and password for authentication
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: trying to connect to host "mailgwc.test.eu", port 25, isSSL false
220 ymoggqmdnd5.internal.test.eu ESMTP Postfix
DEBUG SMTP: connected to host "mailgwc.test.eu", port: 25

EHLO eluqtz02
250-ymoggqmdnd5.internal.test.eu 
250-PIPELINING
250-SIZE 102400000
250-ETRN
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-8BITMIME
250 DSN
DEBUG SMTP: Found extension "PIPELINING", arg ""
DEBUG SMTP: Found extension "SIZE", arg "102400000"
DEBUG SMTP: Found extension "ETRN", arg ""
DEBUG SMTP: Found extension "STARTTLS", arg ""
DEBUG SMTP: Found extension "ENHANCEDSTATUSCODES", arg ""
DEBUG SMTP: Found extension "8BITMIME", arg ""
DEBUG SMTP: Found extension "DSN", arg ""
STARTTLS
220 2.0.0 Ready to start TLS
org.apache.commons.mail.EmailException: Sending the email to the following server failed : mailgwc.test.eu:25
        at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1410)
        at org.apache.commons.mail.Email.send(Email.java:1437)
        at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
        at sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
        at sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
        at java.lang.reflect.Method.invoke(Method.java:498)
        at RJavaTools.invokeMethod(RJavaTools.java:386)
Caused by: javax.mail.MessagingException: Could not convert socket to TLS;
  nested exception is:
        javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
        at com.sun.mail.smtp.SMTPTransport.startTLS(SMTPTransport.java:1999)
        at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:709)
        at javax.mail.Service.connect(Service.java:386)
        at javax.mail.Service.connect(Service.java:245)
        at javax.mail.Service.connect(Service.java:194)
        at javax.mail.Transport.send0(Transport.java:253)
        at javax.mail.Transport.send(Transport.java:124)
        at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1400)
        ... 6 more
Caused by: javax.net.ssl.SSLHandshakeException: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
        at sun.security.ssl.Alerts.getSSLException(Alerts.java:192)
        at sun.security.ssl.SSLSocketImpl.fatal(SSLSocketImpl.java:1946)
        at sun.security.ssl.Handshaker.fatalSE(Handshaker.java:316)
        at sun.security.ssl.Handshaker.fatalSE(Handshaker.java:310)
        at sun.security.ssl.ClientHandshaker.serverCertificate(ClientHandshaker.java:1639)
        at sun.security.ssl.ClientHandshaker.processMessage(ClientHandshaker.java:223)
        at sun.security.ssl.Handshaker.processLoop(Handshaker.java:1037)
        at sun.security.ssl.Handshaker.process_record(Handshaker.java:965)
        at sun.security.ssl.SSLSocketImpl.readRecord(SSLSocketImpl.java:1064)
        at sun.security.ssl.SSLSocketImpl.performInitialHandshake(SSLSocketImpl.java:1367)
        at sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:1395)
        at sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:1379)
        at com.sun.mail.util.SocketFetcher.configureSSLSocket(SocketFetcher.java:543)
        at com.sun.mail.util.SocketFetcher.startTLS(SocketFetcher.java:480)
        at com.sun.mail.smtp.SMTPTransport.startTLS(SMTPTransport.java:1994)
        ... 13 more
Caused by: sun.security.validator.ValidatorException: PKIX path building failed: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
        at sun.security.validator.PKIXValidator.doBuild(PKIXValidator.java:450)
        at sun.security.validator.PKIXValidator.engineValidate(PKIXValidator.java:317)
        at sun.security.validator.Validator.validate(Validator.java:262)
        at sun.security.ssl.X509TrustManagerImpl.validate(X509TrustManagerImpl.java:330)
        at sun.security.ssl.X509TrustManagerImpl.checkTrusted(X509TrustManagerImpl.java:237)
        at sun.security.ssl.X509TrustManagerImpl.checkServerTrusted(X509TrustManagerImpl.java:132)
        at sun.security.ssl.ClientHandshaker.serverCertificate(ClientHandshaker.java:1621)
        ... 23 more
Caused by: sun.security.provider.certpath.SunCertPathBuilderException: unable to find valid certification path to requested target
        at sun.security.provider.certpath.SunCertPathBuilder.build(SunCertPathBuilder.java:141)
        at sun.security.provider.certpath.SunCertPathBuilder.engineBuild(SunCertPathBuilder.java:126)
        at java.security.cert.CertPathBuilder.build(CertPathBuilder.java:280)
        at sun.security.validator.PKIXValidator.doBuild(PKIXValidator.java:445)
        ... 29 more
NULL
Error: EmailException (Java): Sending the email to the following server failed : mailgwc.test.eu:25

Can anyone advise?

Thank you very much,
B.
@igorfarah
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igorfarah commented Jun 24, 2020 •
edited
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I'm having a similar problem.. I can send e-mails but sometime it happens:

org.apache.commons.mail.EmailException: Sending the email to the following server failed : smtp.office365.com:587
	at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1410)
	at org.apache.commons.mail.Email.send(Email.java:1437)
	at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
	at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)
	at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)
	at java.lang.reflect.Method.invoke(Unknown Source)
	at RJavaTools.invokeMethod(RJavaTools.java:386)
Caused by: javax.mail.AuthenticationFailedException: 421 4.3.2 Service not active [CP2PR80CA0029.lamprd80.prod.outlook.com]

	at com.sun.mail.smtp.SMTPTransport$Authenticator.authenticate(SMTPTransport.java:892)
	at com.sun.mail.smtp.SMTPTransport.authenticate(SMTPTransport.java:814)
	at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:728)
	at javax.mail.Service.connect(Service.java:386)
	at javax.mail.Service.connect(Service.java:245)
	at javax.mail.Service.connect(Service.java:194)
	at javax.mail.Transport.send0(Transport.java:253)
	at javax.mail.Transport.send(Transport.java:124)
	at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1400)
	... 6 more
NULL
Erro: EmailException (Java): Sending the email to the following server failed : smtp.office365.com:587

Execução interrompida

@sclewis23
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Hey this package repo was moved to: https://github.com/rpremrajGit/mailR
and this issue has been resolved in the latest version of mailR 0.8 on CRAN.

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@basilz @sclewis23 @igorfarah