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path: root/synapse/handlers/send_email.py
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# Copyright 2021 The Matrix.org C.I.C. Foundation
#
# Licensed under the Apache License, Version 2.0 (the "License");
# you may not use this file except in compliance with the License.
# You may obtain a copy of the License at
#
#     http://www.apache.org/licenses/LICENSE-2.0
#
# Unless required by applicable law or agreed to in writing, software
# distributed under the License is distributed on an "AS IS" BASIS,
# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
# See the License for the specific language governing permissions and
# limitations under the License.

import email.utils
import logging
from email.mime.multipart import MIMEMultipart
from email.mime.text import MIMEText
from io import BytesIO
from typing import TYPE_CHECKING, Any, Optional

from pkg_resources import parse_version

import twisted
from twisted.internet.defer import Deferred
from twisted.internet.endpoints import HostnameEndpoint
from twisted.internet.interfaces import IOpenSSLContextFactory, IProtocolFactory
from twisted.internet.ssl import optionsForClientTLS
from twisted.mail.smtp import ESMTPSender, ESMTPSenderFactory
from twisted.protocols.tls import TLSMemoryBIOFactory

from synapse.logging.context import make_deferred_yieldable
from synapse.types import ISynapseReactor

if TYPE_CHECKING:
    from synapse.server import HomeServer

logger = logging.getLogger(__name__)

_is_old_twisted = parse_version(twisted.__version__) < parse_version("21")


class _NoTLSESMTPSender(ESMTPSender):
    """Extend ESMTPSender to disable TLS

    Unfortunately, before Twisted 21.2, ESMTPSender doesn't give an easy way to disable
    TLS, so we override its internal method which it uses to generate a context factory.
    """

    def _getContextFactory(self) -> Optional[IOpenSSLContextFactory]:
        return None


async def _sendmail(
    reactor: ISynapseReactor,
    smtphost: str,
    smtpport: int,
    from_addr: str,
    to_addr: str,
    msg_bytes: bytes,
    username: Optional[bytes] = None,
    password: Optional[bytes] = None,
    require_auth: bool = False,
    require_tls: bool = False,
    enable_tls: bool = True,
    force_tls: bool = False,
) -> None:
    """A simple wrapper around ESMTPSenderFactory, to allow substitution in tests

    Params:
        reactor: reactor to use to make the outbound connection
        smtphost: hostname to connect to
        smtpport: port to connect to
        from_addr: "From" address for email
        to_addr: "To" address for email
        msg_bytes: Message content
        username: username to authenticate with, if auth is enabled
        password: password to give when authenticating
        require_auth: if auth is not offered, fail the request
        require_tls: if TLS is not offered, fail the reqest
        enable_tls: True to enable STARTTLS. If this is False and require_tls is True,
           the request will fail.
        force_tls: True to enable Implicit TLS.
    """
    msg = BytesIO(msg_bytes)
    d: "Deferred[object]" = Deferred()

    def build_sender_factory(**kwargs: Any) -> ESMTPSenderFactory:
        return ESMTPSenderFactory(
            username,
            password,
            from_addr,
            to_addr,
            msg,
            d,
            heloFallback=True,
            requireAuthentication=require_auth,
            requireTransportSecurity=require_tls,
            **kwargs,
        )

    factory: IProtocolFactory
    if _is_old_twisted:
        # before twisted 21.2, we have to override the ESMTPSender protocol to disable
        # TLS
        factory = build_sender_factory()

        if not enable_tls:
            factory.protocol = _NoTLSESMTPSender
    else:
        # for twisted 21.2 and later, there is a 'hostname' parameter which we should
        # set to enable TLS.
        factory = build_sender_factory(hostname=smtphost if enable_tls else None)

    if force_tls:
        factory = TLSMemoryBIOFactory(optionsForClientTLS(smtphost), True, factory)

    endpoint = HostnameEndpoint(
        reactor, smtphost, smtpport, timeout=30, bindAddress=None
    )

    await make_deferred_yieldable(endpoint.connect(factory))

    await make_deferred_yieldable(d)


class SendEmailHandler:
    def __init__(self, hs: "HomeServer"):
        self.hs = hs

        self._reactor = hs.get_reactor()

        self._from = hs.config.email.email_notif_from
        self._smtp_host = hs.config.email.email_smtp_host
        self._smtp_port = hs.config.email.email_smtp_port

        user = hs.config.email.email_smtp_user
        self._smtp_user = user.encode("utf-8") if user is not None else None
        passwd = hs.config.email.email_smtp_pass
        self._smtp_pass = passwd.encode("utf-8") if passwd is not None else None
        self._require_transport_security = hs.config.email.require_transport_security
        self._enable_tls = hs.config.email.enable_smtp_tls
        self._force_tls = hs.config.email.force_tls

        self._sendmail = _sendmail

    async def send_email(
        self,
        email_address: str,
        subject: str,
        app_name: str,
        html: str,
        text: str,
    ) -> None:
        """Send a multipart email with the given information.

        Args:
            email_address: The address to send the email to.
            subject: The email's subject.
            app_name: The app name to include in the From header.
            html: The HTML content to include in the email.
            text: The plain text content to include in the email.
        """
        try:
            from_string = self._from % {"app": app_name}
        except (KeyError, TypeError):
            from_string = self._from

        raw_from = email.utils.parseaddr(from_string)[1]
        raw_to = email.utils.parseaddr(email_address)[1]

        if raw_to == "":
            raise RuntimeError("Invalid 'to' address")

        html_part = MIMEText(html, "html", "utf8")
        text_part = MIMEText(text, "plain", "utf8")

        multipart_msg = MIMEMultipart("alternative")
        multipart_msg["Subject"] = subject
        multipart_msg["From"] = from_string
        multipart_msg["To"] = email_address
        multipart_msg["Date"] = email.utils.formatdate()
        multipart_msg["Message-ID"] = email.utils.make_msgid()
        # Discourage automatic responses to Synapse's emails.
        # Per RFC 3834, automatic responses should not be sent if the "Auto-Submitted"
        # header is present with any value other than "no". See
        #     https://www.rfc-editor.org/rfc/rfc3834.html#section-5.1
        multipart_msg["Auto-Submitted"] = "auto-generated"
        # Also include a Microsoft-Exchange specific header:
        #    https://learn.microsoft.com/en-us/openspecs/exchange_server_protocols/ms-oxcmail/ced68690-498a-4567-9d14-5c01f974d8b1
        # which suggests it can take the value "All" to "suppress all auto-replies",
        # or a comma separated list of auto-reply classes to suppress.
        # The following stack overflow question has a little more context:
        #    https://stackoverflow.com/a/25324691/5252017
        #    https://stackoverflow.com/a/61646381/5252017
        multipart_msg["X-Auto-Response-Suppress"] = "All"
        multipart_msg.attach(text_part)
        multipart_msg.attach(html_part)

        logger.info("Sending email to %s" % email_address)

        await self._sendmail(
            self._reactor,
            self._smtp_host,
            self._smtp_port,
            raw_from,
            raw_to,
            multipart_msg.as_string().encode("utf8"),
            username=self._smtp_user,
            password=self._smtp_pass,
            require_auth=self._smtp_user is not None,
            require_tls=self._require_transport_security,
            enable_tls=self._enable_tls,
            force_tls=self._force_tls,
        )