diff --git a/tests/baselines/reference/declFileTypeAnnotationParenType.js b/tests/baselines/reference/declFileTypeAnnotationParenType.js
new file mode 100644
index 00000000000..c61517c7339
--- /dev/null
+++ b/tests/baselines/reference/declFileTypeAnnotationParenType.js
@@ -0,0 +1,32 @@
+//// [declFileTypeAnnotationParenType.ts]
+
+class c {
+    private p: string;
+}
+
+var x: (() => c)[] = [() => new c()];
+var y = [() => new c()];
+
+var k: (() => c) | string = (() => new c()) || "";
+var l = (() => new c()) || "";
+
+//// [declFileTypeAnnotationParenType.js]
+var c = (function () {
+    function c() {
+    }
+    return c;
+})();
+var x = [function () { return new c(); }];
+var y = [function () { return new c(); }];
+var k = (function () { return new c(); }) || "";
+var l = (function () { return new c(); }) || "";
+
+
+//// [declFileTypeAnnotationParenType.d.ts]
+declare class c {
+    private p;
+}
+declare var x: (() => c)[];
+declare var y: (() => c)[];
+declare var k: (() => c) | string;
+declare var l: string | (() => c);
diff --git a/tests/baselines/reference/declFileTypeAnnotationParenType.types b/tests/baselines/reference/declFileTypeAnnotationParenType.types
new file mode 100644
index 00000000000..c904f1b3e5a
--- /dev/null
+++ b/tests/baselines/reference/declFileTypeAnnotationParenType.types
@@ -0,0 +1,41 @@
+=== tests/cases/compiler/declFileTypeAnnotationParenType.ts ===
+
+class c {
+>c : c
+
+    private p: string;
+>p : string
+}
+
+var x: (() => c)[] = [() => new c()];
+>x : (() => c)[]
+>c : c
+>[() => new c()] : (() => c)[]
+>() => new c() : () => c
+>new c() : c
+>c : typeof c
+
+var y = [() => new c()];
+>y : (() => c)[]
+>[() => new c()] : (() => c)[]
+>() => new c() : () => c
+>new c() : c
+>c : typeof c
+
+var k: (() => c) | string = (() => new c()) || "";
+>k : string | (() => c)
+>c : c
+>(() => new c()) || "" : string | (() => c)
+>(() => new c()) : () => c
+>() => new c() : () => c
+>new c() : c
+>c : typeof c
+
+var l = (() => new c()) || "";
+>l : string | (() => c)
+>(() => new c()) || "" : string | (() => c)
+>(() => new c()) : () => c
+>() => new c() : () => c
+>new c() : c
+>c : typeof c
+
diff --git a/tests/cases/compiler/declFileTypeAnnotationParenType.ts b/tests/cases/compiler/declFileTypeAnnotationParenType.ts
new file mode 100644
index 00000000000..3ac20836c77
--- /dev/null
+++ b/tests/cases/compiler/declFileTypeAnnotationParenType.ts
@@ -0,0 +1,12 @@
+// @target: ES5
+// @declaration: true
+
+class c {
+    private p: string;
+}
+
+var x: (() => c)[] = [() => new c()];
+var y = [() => new c()];
+
+var k: (() => c) | string = (() => new c()) || "";
+var l = (() => new c()) || "";
\ No newline at end of file