stages/email: fix issue when sending emails to users with same display as email

authentik/core/api/users.py

@@ -605,7 +605,7 @@ def recovery_email(self, request: Request, pk: int) -> Response:
         email_stage: EmailStage = stages.first()
         message = TemplateEmailMessage(
             subject=_(email_stage.subject),
-            to=[for_user.email],
+            to=[(for_user.name, for_user.email)],
             template_name=email_stage.template,
             language=for_user.locale(request),
             template_context={

authentik/events/models.py

@@ -481,7 +481,7 @@ def send_email(self, notification: "Notification") -> list[str]:
             }
         mail = TemplateEmailMessage(
             subject=subject_prefix + context["title"],
-            to=[f"{notification.user.name} <{notification.user.email}>"],
+            to=[(notification.user.name, notification.user.email)],
             language=notification.user.locale(),
             template_name="email/event_notification.html",
             template_context=context,

authentik/stages/email/management/commands/test_email.py

@@ -30,7 +30,7 @@ def handle_per_tenant(self, *args, **options):
             delete_stage = True
         message = TemplateEmailMessage(
             subject="authentik Test-Email",
-            to=[options["to"]],
+            to=[("", options["to"])],
             template_name="email/setup.html",
             template_context={},
         )

authentik/stages/email/stage.py

@@ -111,7 +111,7 @@ def send_email(self):
         try:
             message = TemplateEmailMessage(
                 subject=_(current_stage.subject),
-                to=[f"{pending_user.name} <{email}>"],
+                to=[(pending_user.name, email)],
                 language=pending_user.locale(self.request),
                 template_name=current_stage.template,
                 template_context={

authentik/stages/email/tests/test_sending.py

@@ -39,6 +39,7 @@ def test_pending_user(self):
         session = self.client.session
         session[SESSION_KEY_PLAN] = plan
         session.save()
+        Event.objects.filter(action=EventAction.EMAIL_SENT).delete()
 
         url = reverse("authentik_api:flow-executor", kwargs={"flow_slug": self.flow.slug})
         with patch(

authentik/stages/email/tests/test_templates.py

@@ -9,6 +9,7 @@
 
 from django.conf import settings
 from django.core.mail.backends.locmem import EmailBackend
+from django.core.mail.message import sanitize_address
 from django.urls import reverse
 
 from authentik.core.tests.utils import create_test_admin_user, create_test_flow
@@ -19,6 +20,7 @@
 from authentik.flows.tests import FlowTestCase
 from authentik.flows.views.executor import SESSION_KEY_PLAN
 from authentik.stages.email.models import EmailStage, get_template_choices
+from authentik.stages.email.utils import TemplateEmailMessage
 
 
 def get_templates_setting(temp_dir: str) -> dict[str, Any]:
@@ -89,3 +91,12 @@ def test_custom_template_invalid_syntax(self):
                     event.context["message"], "Exception occurred while rendering E-mail template"
                 )
                 self.assertEqual(event.context["template"], "invalid.html")
+
+    def test_template_address(self):
+        """Test addresses are correctly parsed"""
+        message = TemplateEmailMessage(to=[("foo@bar.baz", "foo@bar.baz")])
+        [sanitize_address(addr, "utf-8") for addr in message.recipients()]
+        self.assertEqual(message.recipients(), ["foo@bar.baz"])
+        message = TemplateEmailMessage(to=[("some-name", "foo@bar.baz")])
+        [sanitize_address(addr, "utf-8") for addr in message.recipients()]
+        self.assertEqual(message.recipients(), ["some-name <foo@bar.baz>"])

authentik/stages/email/utils.py

@@ -25,8 +25,19 @@ def logo_data() -> MIMEImage:
 class TemplateEmailMessage(EmailMultiAlternatives):
     """Wrapper around EmailMultiAlternatives with integrated template rendering"""
 
-    def __init__(self, template_name=None, template_context=None, language="", **kwargs):
-        super().__init__(**kwargs)
+    def __init__(
+        self, to: list[tuple[str]], template_name=None, template_context=None, language="", **kwargs
+    ):
+        sanitized_to = []
+        # Ensure that all recipients are valid
+        for recipient_name, recipient_email in to:
+            if recipient_name == recipient_email:
+                sanitized_to.append(recipient_email)
+            else:
+                sanitized_to.append(f"{recipient_name} <{recipient_email}>")
+        super().__init__(to=sanitized_to, **kwargs)
+        if not template_name:
+            return
         with translation.override(language):
             html_content = render_to_string(template_name, template_context)
             try: