diff --git a/scripts/lib/guard-inventory-utils.mjs b/scripts/lib/guard-inventory-utils.mjs
index d11f3dbaaa0c..11e03b9a9874 100644
--- a/scripts/lib/guard-inventory-utils.mjs
+++ b/scripts/lib/guard-inventory-utils.mjs
@@ -103,18 +103,14 @@ export function writeLine(stream, text) {
 }
 
 function hasSupplementalModuleReference(ts, source, acceptSpecifier) {
-  const checkUrl = source.includes("new") && source.includes("import") && source.includes("meta");
-  const interpolationStart = source.indexOf("${");
-  const checkRequire =
-    interpolationStart >= 0 &&
-    (source.includes("require") || source.indexOf("\\u", interpolationStart + 2) >= 0);
-  const interpolatedSlash =
-    interpolationStart < 0 ? -1 : source.indexOf("/", interpolationStart + 2);
-  const checkTemplateImport =
-    interpolatedSlash >= 0 && source.indexOf("import", interpolatedSlash + 1) >= 0;
-  const checkNamespaceExport =
-    source.includes("export") && source.includes("*") && source.includes("as");
-  if (!checkUrl && !checkRequire && !checkTemplateImport && !checkNamespaceExport) {
+  // Escaped names and regexp ambiguity must reach the scanner before rejecting the file.
+  if (
+    !source.includes("new") &&
+    !source.includes("${") &&
+    !source.includes("export") &&
+    !source.includes("/") &&
+    !source.includes("\\u")
+  ) {
     return false;
   }
 
@@ -136,7 +132,6 @@ function hasSupplementalModuleReference(ts, source, acceptSpecifier) {
 
   for (let token = scanner.scan(); token !== kinds.EndOfFileToken; token = scanner.scan()) {
     if (
-      checkUrl &&
       token === kinds.NewKeyword &&
       scanner.lookAhead(
         () =>
@@ -149,7 +144,6 @@ function hasSupplementalModuleReference(ts, source, acceptSpecifier) {
       return true;
     }
     if (
-      checkRequire &&
       (token === kinds.RequireKeyword ||
         (token === kinds.Identifier && scanner.getTokenValue() === "require")) &&
       scanner.lookAhead(() => scanner.scan() === kinds.OpenParenToken && scanAcceptedSpecifier())
@@ -157,7 +151,6 @@ function hasSupplementalModuleReference(ts, source, acceptSpecifier) {
       return true;
     }
     if (
-      checkNamespaceExport &&
       token === kinds.ExportKeyword &&
       scanner.lookAhead(() => {
         let next = scanner.scan();
@@ -170,11 +163,9 @@ function hasSupplementalModuleReference(ts, source, acceptSpecifier) {
       return true;
     }
 
-    // A context-free slash may start a regexp whose `}` would corrupt interpolation tracking.
-    if (
-      templateBraceDepths.length > 0 &&
-      (token === kinds.SlashToken || token === kinds.SlashEqualsToken)
-    ) {
+    // Only the parser distinguishes division from regexps, whose quotes or braces
+    // can hide later module references from a context-free scanner.
+    if (token === kinds.SlashToken || token === kinds.SlashEqualsToken) {
       return true;
     }
 
diff --git a/test/architecture-smells.test.ts b/test/architecture-smells.test.ts
index 46c8ed2c60a4..60c061f75713 100644
--- a/test/architecture-smells.test.ts
+++ b/test/architecture-smells.test.ts
@@ -173,6 +173,8 @@ describe("architecture boundary module reference scanner", () => {
   });
 
   it.each([
+    'const pattern = /"/; import "../../src/allowed.js";',
+    'new URL("../../src/allowed.js", import.m\\u0065ta.url)',
     'const message = `${(24 / 2) ? require("../../src/allowed.js") : null}`',
     'const message = `${/}/.test("safe") ? require("../../src/allowed.js") : null}`',
     'const message = `${\\u0072equire("../../src/allowed.js")}`',
@@ -193,6 +195,16 @@ describe("architecture boundary module reference scanner", () => {
     ).toEqual([{ kind: "import", line: 3, specifier: forbiddenPath }]);
   });
 
+  it("sorts references on the same line by kind and specifier", () => {
+    expect(
+      collectModuleReferencesFromSource('import "./z.js"; require("./z.js"); import "./a.js";'),
+    ).toEqual([
+      { kind: "commonjs-require", line: 1, specifier: "./z.js" },
+      { kind: "import", line: 1, specifier: "./a.js" },
+      { kind: "import", line: 1, specifier: "./z.js" },
+    ]);
+  });
+
   it.each([
     {
       name: "import.meta URL",
diff --git a/test/scripts/extension-import-boundary-checker.test.ts b/test/scripts/extension-import-boundary-checker.test.ts
index 8b78a8152c97..935975721699 100644
--- a/test/scripts/extension-import-boundary-checker.test.ts
+++ b/test/scripts/extension-import-boundary-checker.test.ts
@@ -95,12 +95,30 @@ describe("extension import boundary checker", () => {
       createSource: (specifier: string) => "require(" + JSON.stringify(specifier) + ")",
       kind: "commonjs-require",
     },
+    {
+      name: "import after a quote-containing regexp",
+      createSource: (specifier: string) =>
+        'const pattern = /"/; import ' + JSON.stringify(specifier),
+      kind: "import",
+    },
+    {
+      name: "CommonJS require after a quote-containing regexp",
+      createSource: (specifier: string) =>
+        'const pattern = /"/; require(' + JSON.stringify(specifier) + ")",
+      kind: "commonjs-require",
+    },
     {
       name: "import.meta URL",
       createSource: (specifier: string) =>
         "new URL(" + JSON.stringify(specifier) + ", import.meta.url)",
       kind: "import-meta-url",
     },
+    {
+      name: "import.meta URL with an escaped meta property",
+      createSource: (specifier: string) =>
+        "new URL(" + JSON.stringify(specifier) + ", import.m\\u0065ta.url)",
+      kind: "import-meta-url",
+    },
     {
       name: "comment-obscured namespace export",
       createSource: (specifier: string) =>