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[markdown] Check URL boundary before matching in AutolinkExtensionSyntax - #2786

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@jonasfj jonasfj commented Nov 4, 2026 •

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In AutolinkExtensionSyntax.tryMatch, check _validPrecedingChars before
running the combined URL+email pattern, falling back to _emailOnly when a
URL autolink cannot start at startMatchPos.


Why this change is necessary

AutolinkExtensionSyntax implements GFM extended autolinks by combining
_linkPattern (URL autolinks) and _emailPattern (email autolinks) into a
single pattern = RegExp('($_linkPattern)|($_emailPattern)').

Previously, tryMatch ran the full pattern.matchAsPrefix(parser.source, startMatchPos) at every candidate position and only checked whether a URL match
was preceded by a valid boundary character (\n, ' ', '*', '_', '~',
'(', '>') after pattern.matchAsPrefix succeeded. When a URL prefix like
www. or http:// appeared immediately after an invalid preceding character
(such as /www.a.b repeated or awww.example.com), tryMatch still matched
_linkPattern to the end of the line via [^\s<]*[^\s<?!.,:*_~] at every
candidate position only to reject it afterward, taking O(n^2) time.

How this change works

  1. Before matching, tryMatch checks in O(1) time whether startMatchPos == 0
    or parser.charAt(startMatchPos - 1) is in _validPrecedingChars.
  2. When validLinkStart is false, tryMatch runs _emailOnly.matchAsPrefix
    (RegExp(_emailPattern, multiLine: true, caseSensitive: false)), skipping
    _linkPattern. In tryMatch and onMatch, an email match is identified by
    !validLinkStart || startMatch[2] != null and
    match.pattern == _emailOnly || match[2] != null.

Behavior change

An extended email autolink is now recognized at a position where a URL
autolink is not allowed to start. Before, the combined URL/email pattern was
run first and, when the URL alternative matched but the preceding character
was not a valid autolink start, the whole match was discarded without trying
the email alternative, so /[email protected] linked [email protected] one character
later. Now /[email protected] links the whole [email protected], which is also what
cmark-gfm does. URL autolinks are unchanged.


Differential testing

Rendered every input with origin/main and with this branch (GFM extension
set, 30 s per-file timeout) and compared the HTML. Sources:

  • pub.dev: 367,926 Markdown files from 93,452 packages
  • Real-world docs: 116,231 files from mdn/content, github/docs,
    kubernetes/website, freeCodeCamp, tldr, flutter/website,
    dart-lang/site-www, microsoft/vscode-docs, withastro/docs,
    rust-lang/book, GitHub READMEs, and Wikipedia
  • Repository READMEs: 491,134 unique READMEs across GitHub, PyPI, HuggingFace,
    and npm
  • Parser test suites: 6,458 cases from cmark, cmark-gfm, commonmark.js,
    pulldown-cmark, md4c, goldmark, markdown-it, comrak, marked,
    pandoc, and pathological generators
  • OSS-Fuzz: 57,716 inputs from the cmark, md4c, and markdown-it-py fuzzers

OSS-Fuzz inputs that sit at the 30 s timeout or the stack limit flip between
runs; every one reported as a new failure was re-run standalone on both trees.

Results:

  • Rendered HTML differs for 2 OSS-Fuzz inputs, both the shape above: a tab
    followed by [email protected], previously w<a href="mailto:[email protected]">,
    now <a href="mailto:[email protected]">.
  • No differences in pub.dev, the real-world docs, the repository READMEs, or
    the parser test suites. No new exceptions; 3 OSS-Fuzz timeouts resolved.
    Cumulative parse time −2.9%.

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package:markdown ⭐ 7.4.1-wip WIP (no publish necessary)
  • 16 already published.
  • 26 WIP (no publish necessary).

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// Copyright (c) 2026, the Dart project authors. Please see the AUTHORS file
// for details. All rights reserved. Use of this source code is governed by a
// BSD-style license that can be found in the LICENSE file.

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Code Review

This pull request updates the markdown parser to recognize extended email autolinks at positions where URL autolinks are not allowed to start. It introduces a separate _emailOnly regular expression and refactors tryMatch and onMatch in AutolinkExtensionSyntax to handle this logic, along with adding corresponding unit tests. The feedback suggests enforcing RFC-compliant length limits for email addresses (such as 64 characters for the local part and 63 characters for domain labels) to avoid generating links for non-RFC-compliant email addresses.

Comment on lines +51 to +55
static final _emailOnly = RegExp(
_emailPattern,
multiLine: true,
caseSensitive: false,
);

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medium

When parsing or validating email addresses for autolinks, we should enforce RFC-compliant length limits (such as 64 characters for the local part and 63 characters for domain labels) to avoid generating links for non-RFC-compliant email addresses.

  // Ensure the email pattern or validation logic enforces RFC-compliant length limits
  // (e.g., 64 characters for the local part and 63 characters for domain labels).
References
  1. When parsing or validating email addresses (e.g., for autolinks), enforce RFC-compliant length limits (such as 64 characters for the local part and 63 characters for domain labels) to avoid generating links for non-RFC-compliant email addresses.

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nice improvements I'm not sure I care...

In `AutolinkExtensionSyntax.tryMatch`, check `_validPrecedingChars` before
running the combined URL+email `pattern`, falling back to `_emailOnly` when a
URL autolink cannot start at `startMatchPos`.

----

`AutolinkExtensionSyntax` implements GFM extended autolinks by combining
`_linkPattern` (URL autolinks) and `_emailPattern` (email autolinks) into a
single `pattern = RegExp('($_linkPattern)|($_emailPattern)')`.

Previously, `tryMatch` ran the full `pattern.matchAsPrefix(parser.source,
startMatchPos)` at every candidate position and only checked whether a URL match
was preceded by a valid boundary character (`\n`, `' '`, `'*'`, `'_'`, `'~'`,
`'('`, `'>'`) *after* `pattern.matchAsPrefix` succeeded. When a URL prefix like
`www.` or `http://` appeared immediately after an invalid preceding character
(such as `/www.a.b` repeated or `awww.example.com`), `tryMatch` still matched
`_linkPattern` to the end of the line via `[^\s<]*[^\s<?!.,:*_~]` at every
candidate position only to reject it afterward, taking O(n^2) time.

1. Before matching, `tryMatch` checks in O(1) time whether `startMatchPos == 0`
   or `parser.charAt(startMatchPos - 1)` is in `_validPrecedingChars`.
2. When `validLinkStart` is `false`, `tryMatch` runs `_emailOnly.matchAsPrefix`
   (`RegExp(_emailPattern, multiLine: true, caseSensitive: false)`), skipping
   `_linkPattern`. In `tryMatch` and `onMatch`, an email match is identified by
   `!validLinkStart || startMatch[2] != null` and
   `match.pattern == _emailOnly || match[2] != null`.
@jonasfj
jonasfj force-pushed the markdown_autolink_boundary_first branch from 247d472 to 2f4a283 Compare November 4, 2026 13:33
@jonasfj
jonasfj requested a review from sigurdm November 4, 2026 13:34
@jonasfj
jonasfj marked this pull request as ready for review November 4, 2026 13:34
@jonasfj
jonasfj requested a review from srawlins as a code owner November 4, 2026 13:34
@jonasfj
jonasfj merged commit 08c9afd into main Nov 4, 2026
25 checks passed
@jonasfj
jonasfj deleted the markdown_autolink_boundary_first branch November 4, 2026 13:40
copybara-service Bot pushed a commit to dart-lang/sdk that referenced this pull request Nov 5, 2026
Revisions updated by `dart tools/rev_sdk_deps.dart`.

core (https://github.com/dart-lang/core/compare/24e09c4..36f57a9):
  36f57a99  Tue Nov 3 14:26:17 2026 +0100  Sigurd Meldgaard  [os_detect] Remove bin/os_detect.dart (dart-lang/core#1015)
  86bacfca  Tue Nov 3 05:15:19 2026 -0500  Justin White  [characters] Fix RangeError on an unpaired tail surrogate at range start (dart-lang/core#1033)

dartdoc (https://github.com/dart-lang/dartdoc/compare/db94437..2f6847b):
  2f6847bd  Thu Oct 29 11:47:04 2026 +0200  Sergey G. Grekhov  Add tests for invalid doc comments placement (dart-lang/dartdoc#4301)
  17f2f0a3  Thu Oct 29 10:16:36 2026 +0100  Sarah Zakarias  Compare base elements and unify properties in doc-reference-target-differs (dart-lang/dartdoc#4307)

dartdoc is held back at 2f6847b, before dart-lang/dartdoc#4312, because its
mock SDK version changes conflict in the google3 3-way merge with the hotfix
in cl/1005963642.

ecosystem (https://github.com/dart-lang/ecosystem/compare/f8faabf..54e1673):
  54e1673  Wed Nov 4 09:46:54 2026 +0100  Sigurd Meldgaard  fix(firehose): resolve dartExecutable via package:cli_util (dart-lang/ecosystem#469)
  d754065  Tue Nov 3 10:09:45 2026 -0800  Kevin Moore  refactor(corpus): use path.join and seal closed type hierarchies (dart-lang/ecosystem#476)

http (https://github.com/dart-lang/http/compare/8c0d66a..1f869d0):
  1f869d0  Tue Nov 3 15:51:52 2026 -0800  dependabot[bot]  chore(deps): bump the github-actions group with 8 updates (dart-lang/http#2052)
  6d7f402  Tue Nov 3 14:12:04 2026 -0800  Brian Quinlan  feat(cupertino_http): support custom trust eval (dart-lang/http#2038)
  73f8c36  Tue Nov 3 10:15:16 2026 -0800  Brian Quinlan  chore(cupertino_http): ready 3.1.1 release (dart-lang/http#2056)

native (https://github.com/dart-lang/native/compare/b442038..1838637):
  183863758  Wed Nov 4 09:01:27 2026 -0300  Daco Harkes  [hooks_runner] Add `PKG_CONFIG_PATH` to environment variables allowlist (dart-lang/native#3779)
  c9e8118d4  Wed Nov 4 08:16:20 2026 +1100  Liam Appelbe  [jni] Fix release mode segfault (dart-lang/native#3777)
  5999cf7e4  Wed Nov 4 08:16:16 2026 +1100  Liam Appelbe  [objective_c] Prepare to publish (dart-lang/native#3778)
  d294d9942  Tue Nov 3 15:15:49 2026 +0100  Michael Goderbauer  [hooks_runner] Write recorded_uses.json under directory lock in link() (dart-lang/native#3770)
  33aa5ef04  Tue Nov 3 11:42:38 2026 +1100  Liam Appelbe  [objective_c] Cheaper and safer object/block validity checks (dart-lang/native#3776)

protobuf (https://github.com/dart-lang/protobuf/compare/1d52301..19191c8):
  19191c8  Wed Nov 4 17:14:33 2026 +0100  Sigurd Meldgaard  Use dart.tool.dart2wasm in json.dart so DDC uses json_web.dart (google/protobuf.dart#1108)

tools (https://github.com/dart-lang/tools/compare/1579f8d..a342744):
  a3427446f  Wed Nov 4 15:11:35 2026 +0100  Jonas Finnemann Jensen  Update CODEOWNERS for pkgs/markdown (dart-lang/tools#2795)
  08c9afdc0  Wed Nov 4 14:40:44 2026 +0100  Jonas Finnemann Jensen  [markdown] Check URL boundary before matching in AutolinkExtensionSyntax (dart-lang/tools#2786)
  0fc5edcae  Wed Nov 4 14:35:48 2026 +0100  Jonas Finnemann Jensen  [markdown] Skip unclosed inline HTML tags before matching RegExp (dart-lang/tools#2788)
  b1f6f9956  Wed Nov 4 14:31:55 2026 +0100  Jonas Finnemann Jensen  [markdown] Defer shortcut reference link label extraction in LinkSyntax.close (dart-lang/tools#2785)
  ab135e072  Wed Nov 4 14:30:37 2026 +0100  Jonas Finnemann Jensen  [markdown] Avoid quadratic trailing-paren scan in AutolinkExtensionSyntax (dart-lang/tools#2787)
  f329bf3ea  Wed Nov 4 17:09:34 2026 +0530  Ananya Kaul  [code_builder] Separate chained cascades after nullable casts (dart-lang/tools#2704)
  0a57e3446  Wed Nov 4 05:28:40 2026 +0530  Aman Maurya  fix(coverage): allow empty coverage files from skipped test suites (`#2667`) (dart-lang/tools#2668)
  e95958f6a  Tue Nov 3 21:53:57 2026 +0000  Keerti Parthasarathy  [unified_analytics] Add root_tool and leaf_tool to every event; key consent on root_tool (dart-lang/tools#2784)
  5da06a508  Tue Nov 3 13:11:04 2026 +0100  Jonas Finnemann Jensen  [markdown] Reject unescaped '(' in parenthesized inline link titles (dart-lang/tools#2770)
  f3a5c9277  Tue Nov 3 13:09:32 2026 +0100  Jonas Finnemann Jensen  [markdown] Cap parenthesis nesting in bare inline link destinations (dart-lang/tools#2769)
  820ce5fb7  Tue Nov 3 13:04:35 2026 +0100  Jonas Finnemann Jensen  [markdown] Reject unescaped '(' in parenthesized link reference titles (dart-lang/tools#2771)
  775c5d080  Tue Nov 3 13:03:43 2026 +0100  Jonas Finnemann Jensen  [markdown] Require balanced parentheses before bare inline link titles (dart-lang/tools#2768)
  5ebd52bc5  Tue Nov 3 13:03:08 2026 +0100  Jonas Finnemann Jensen  [markdown] Reject unescaped '<' in bracketed inline link destinations (dart-lang/tools#2767)
  feb7ea928  Tue Nov 3 13:02:15 2026 +0100  Jonas Finnemann Jensen  [markdown] Fix 999-character limit in LinkParser.parseLabel (dart-lang/tools#2766)
  31888a5da  Tue Nov 3 13:01:43 2026 +0100  Jonas Finnemann Jensen  [markdown] Enforce 999-character limit in _parseReferenceLinkLabel (dart-lang/tools#2765)
  e016c5d70  Tue Nov 3 09:26:32 2026 +0100  dart-ecosystem-bot[bot]  [boring] Pin the prebuilt binaries of boring-binaries-20261101-f869fdca423c (dart-lang/tools#2778)
  8c7935573  Mon Nov 2 10:15:24 2026 -0800  Kevin Moore  [html] Move WPT selector fixtures to third_party/wpt-selectors (dart-lang/tools#2772)

web (https://github.com/dart-lang/web/compare/45166fd..f388bf5):
  f388bf5  Sun Nov 1 06:57:22 2026 +0000  dependabot[bot]  Bump the github-actions group with 4 updates (dart-lang/web#611)
  658ce2f  Sat Oct 31 12:47:20 2026 +0100  Moritz  Migrate to ecosystem health publish check and setup-dart publish workflow (dart-lang/web#610)

Change-Id: Ifcae02c4712b4b27a5a8ab1c57d8dcf13a6700cf
Reviewed-on: https://dart-review.googlesource.com/c/sdk/+/574281
Reviewed-by: Brian Quinlan <[email protected]>
Commit-Queue: Nate Bosch <[email protected]>
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