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f1ecf46647
The existing `email.smtp_host` config option is used for two distinct purposes: it is resolved into the IP address to connect to, and used to (request via SNI and) validate the server's certificate if TLS is enabled. This new option allows specifying a different name for the second purpose. This is especially helpful, if `email.smtp_host` isn't a global FQDN, but something that resolves only locally (e.g. "localhost" to connect through the loopback interface, or some other internally routed name), that one cannot get a valid certificate for. Alternatives would of course be to specify a global FQDN as `email.smtp_host`, or to disable TLS entirely, both of which might be undesirable, depending on the SMTP server configuration.
230 lines
8 KiB
Python
230 lines
8 KiB
Python
#
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# This file is licensed under the Affero General Public License (AGPL) version 3.
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#
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# Copyright 2021 The Matrix.org Foundation C.I.C.
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# Copyright (C) 2023 New Vector, Ltd
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#
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# This program is free software: you can redistribute it and/or modify
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# it under the terms of the GNU Affero General Public License as
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# published by the Free Software Foundation, either version 3 of the
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# License, or (at your option) any later version.
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#
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# See the GNU Affero General Public License for more details:
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# <https://www.gnu.org/licenses/agpl-3.0.html>.
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#
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# Originally licensed under the Apache License, Version 2.0:
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# <http://www.apache.org/licenses/LICENSE-2.0>.
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#
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# [This file includes modifications made by New Vector Limited]
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#
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#
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from typing import Callable, List, Tuple, Type, Union
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from unittest.mock import patch
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from zope.interface import implementer
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from twisted.internet import defer
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from twisted.internet._sslverify import ClientTLSOptions
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from twisted.internet.address import IPv4Address, IPv6Address
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from twisted.internet.defer import ensureDeferred
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from twisted.internet.interfaces import IProtocolFactory
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from twisted.internet.ssl import ContextFactory
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from twisted.mail import interfaces, smtp
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from tests.server import FakeTransport
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from tests.unittest import HomeserverTestCase, override_config
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def TestingESMTPTLSClientFactory(
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contextFactory: ContextFactory,
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_connectWrapped: bool,
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wrappedProtocol: IProtocolFactory,
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) -> IProtocolFactory:
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"""We use this to pass through in testing without using TLS, but
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saving the context information to check that it would have happened.
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Note that this is what the MemoryReactor does on connectSSL.
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It only saves the contextFactory, but starts the connection with the
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underlying Factory.
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See: L{twisted.internet.testing.MemoryReactor.connectSSL}"""
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wrappedProtocol._testingContextFactory = contextFactory # type: ignore[attr-defined]
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return wrappedProtocol
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@implementer(interfaces.IMessageDelivery)
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class _DummyMessageDelivery:
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def __init__(self) -> None:
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# (recipient, message) tuples
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self.messages: List[Tuple[smtp.Address, bytes]] = []
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def receivedHeader(
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self,
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helo: Tuple[bytes, bytes],
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origin: smtp.Address,
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recipients: List[smtp.User],
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) -> None:
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return None
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def validateFrom(
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self, helo: Tuple[bytes, bytes], origin: smtp.Address
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) -> smtp.Address:
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return origin
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def record_message(self, recipient: smtp.Address, message: bytes) -> None:
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self.messages.append((recipient, message))
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def validateTo(self, user: smtp.User) -> Callable[[], interfaces.IMessageSMTP]:
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return lambda: _DummyMessage(self, user)
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@implementer(interfaces.IMessageSMTP)
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class _DummyMessage:
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"""IMessageSMTP implementation which saves the message delivered to it
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to the _DummyMessageDelivery object.
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"""
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def __init__(self, delivery: _DummyMessageDelivery, user: smtp.User):
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self._delivery = delivery
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self._user = user
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self._buffer: List[bytes] = []
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def lineReceived(self, line: bytes) -> None:
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self._buffer.append(line)
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def eomReceived(self) -> "defer.Deferred[bytes]":
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message = b"\n".join(self._buffer) + b"\n"
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self._delivery.record_message(self._user.dest, message)
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return defer.succeed(b"saved")
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def connectionLost(self) -> None:
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pass
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class SendEmailHandlerTestCaseIPv4(HomeserverTestCase):
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ip_class: Union[Type[IPv4Address], Type[IPv6Address]] = IPv4Address
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def setUp(self) -> None:
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super().setUp()
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self.reactor.lookups["localhost"] = "127.0.0.1"
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def test_send_email(self) -> None:
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"""Happy-path test that we can send email to a non-TLS server."""
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h = self.hs.get_send_email_handler()
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d = ensureDeferred(
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h.send_email(
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"foo@bar.com", "test subject", "Tests", "HTML content", "Text content"
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)
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)
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# there should be an attempt to connect to localhost:25
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self.assertEqual(len(self.reactor.tcpClients), 1)
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(host, port, client_factory, _timeout, _bindAddress) = self.reactor.tcpClients[
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0
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]
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self.assertEqual(host, self.reactor.lookups["localhost"])
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self.assertEqual(port, 25)
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# wire it up to an SMTP server
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message_delivery = _DummyMessageDelivery()
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server_protocol = smtp.ESMTP()
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server_protocol.delivery = message_delivery
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# make sure that the server uses the test reactor to set timeouts
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server_protocol.callLater = self.reactor.callLater # type: ignore[assignment]
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client_protocol = client_factory.buildProtocol(None)
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client_protocol.makeConnection(FakeTransport(server_protocol, self.reactor))
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server_protocol.makeConnection(
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FakeTransport(
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client_protocol,
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self.reactor,
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peer_address=self.ip_class(
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"TCP", self.reactor.lookups["localhost"], 1234
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),
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)
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)
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# the message should now get delivered
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self.get_success(d, by=0.1)
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# check it arrived
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self.assertEqual(len(message_delivery.messages), 1)
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user, msg = message_delivery.messages.pop()
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self.assertEqual(str(user), "foo@bar.com")
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self.assertIn(b"Subject: test subject", msg)
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@patch(
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"synapse.handlers.send_email.TLSMemoryBIOFactory",
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TestingESMTPTLSClientFactory,
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)
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@override_config(
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{
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"email": {
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"notif_from": "noreply@test",
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"force_tls": True,
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"tlsname": "example.org",
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},
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}
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)
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def test_send_email_force_tls(self) -> None:
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"""Happy-path test that we can send email to an Implicit TLS server."""
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h = self.hs.get_send_email_handler()
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d = ensureDeferred(
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h.send_email(
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"foo@bar.com", "test subject", "Tests", "HTML content", "Text content"
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)
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)
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# there should be an attempt to connect to localhost:465
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self.assertEqual(len(self.reactor.tcpClients), 1)
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(
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host,
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port,
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client_factory,
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_timeout,
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_bindAddress,
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) = self.reactor.tcpClients[0]
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self.assertEqual(host, self.reactor.lookups["localhost"])
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self.assertEqual(port, 465)
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# We need to make sure that TLS is happenning
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context_factory = client_factory._wrappedFactory._testingContextFactory
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self.assertIsInstance(context_factory, ClientTLSOptions)
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self.assertEqual(context_factory._hostname, "example.org") # tlsname
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# And since we use endpoints, they go through reactor.connectTCP
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# which works differently to connectSSL on the testing reactor
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# wire it up to an SMTP server
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message_delivery = _DummyMessageDelivery()
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server_protocol = smtp.ESMTP()
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server_protocol.delivery = message_delivery
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# make sure that the server uses the test reactor to set timeouts
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server_protocol.callLater = self.reactor.callLater # type: ignore[assignment]
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client_protocol = client_factory.buildProtocol(None)
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client_protocol.makeConnection(FakeTransport(server_protocol, self.reactor))
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server_protocol.makeConnection(
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FakeTransport(
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client_protocol,
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self.reactor,
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peer_address=self.ip_class(
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"TCP", self.reactor.lookups["localhost"], 1234
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),
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)
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)
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# the message should now get delivered
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self.get_success(d, by=0.1)
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# check it arrived
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self.assertEqual(len(message_delivery.messages), 1)
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user, msg = message_delivery.messages.pop()
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self.assertEqual(str(user), "foo@bar.com")
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self.assertIn(b"Subject: test subject", msg)
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class SendEmailHandlerTestCaseIPv6(SendEmailHandlerTestCaseIPv4):
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ip_class = IPv6Address
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def setUp(self) -> None:
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super().setUp()
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self.reactor.lookups["localhost"] = "::1"
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