GMail sending with 2FA and app password doesn't work

[dodalovic]

I have enabled 2FA and I generated app password for my account.
When I supply configuration in mail-sender.zip sample app , I'm getting an error:

➜ java -jar target/mail-sender-1.0.0-SNAPSHOT-fat.jar
HTTP server started on port 8888
Oct 18, 2019 1:24:57 PM io.vertx.core.impl.launcher.commands.VertxIsolatedDeployer
INFO: Succeeded in deploying verticle
mail sending failed! io.vertx.core.impl.NoStackTraceThrowable: AUTH XOAUTH2 failed 535-5.7.8 Username and Password not accepted. Learn more at
535 5.7.8  https://support.google.com/mail/?p=BadCredentials b19sm2650728wmb.42 - gsmtp

[pmlopes]

GMail will require you to use XOAUTH to authenticate. Please look at this PR: #94

You need to create a google app for it and get a token, either from the command line or using the oauth2 client after you setup the app.

I'll keep this issue open as a reminder that this information needs to be added to the manual.

[dodalovic]

Am I understanding well that if I use token generated via app passwords screen

and using that as password in config doesn't work anymore?

[dodalovic]

@pmlopes what's interesting was that when using the solution described here I was able to send mail using password generated in the Google Application passwords screen

The solution is using plain om.sun.mail:javax.mail:1.6.2 dependency

[pmlopes]

Ok, so you can try a different thing. If the application password works, perhaps you should block XOAUTH from the SASL list. In that case XOAUTH won't be used and the username/password approach will be used instead.

Look for the auth algorithms options on the mail client options. By default if none is set the following list is used:

    "XOAUTH2",
    "DIGEST-MD5",
    "CRAM-SHA256",
    "CRAM-SHA1",
    "CRAM-MD5",
    "PLAIN",
    "LOGIN"

So if you would remove the first one, by saying:

    DIGEST-MD5,
    CRAM-SHA256,
    CRAM-SHA1,
    CRAM-MD5,
    PLAIN,
    LOGIN

And you can even remove more if you know the SASL used by javax.mail

[KlausSchaefersAtWork]

So, what was the solution for this issue?

[KlausSchaefersAtWork]

This solved the issue for me:

	mailConfig.setAuthMethods("DIGEST-MD5, CRAM-SHA256, CRAM-SHA1, CRAM-MD5, PLAIN, LOGIN");

[gaol]

Hi @KlausSchaefersAtWork, with #124 fixed in 4.0.0+, if XOAUTH2 failed, it turns to next auth method supported by this client, would you please try ?

[KlausSchaefersAtWork]

Hi, I cannot easily move to 4.0, I am stuck with 3.9. But thanks for letting me know. I will try to upgrade to Vertx 4.x in the next weeks.

[smil2k]

Hi,

As of 2025 MAy you cannot use app passwords, only XOAUTH2.

The included implementation is not nice, but it is a working example.

EmailSenderProvider.java
ExtendedMailerRuntimeConfig.java
MockEmailBox.java

Cheers,

Tamas