diff --git a/tests/repl/test_signatures.rs b/tests/repl/test_signatures.rs
index 32de87d6c7..7ff5df4641 100644
--- a/tests/repl/test_signatures.rs
+++ b/tests/repl/test_signatures.rs
@@ -339,6 +339,36 @@ fn table_annotations_with_extra_characters() -> TestResult {
     fail_test(input, expected)
 }
 
+#[rstest]
+fn one_of_annotations(
+    #[values(
+        ("cell-path, list<cell-path>", "a.b.c", "cell-path"),
+        ("cell-path, list<cell-path>", "[a.b.c d.e.f]", "list<cell-path>"),
+        ("closure, any", "{}", "closure"),
+        ("closure, any", "{a: 1}", "record<a: int>"),
+    )]
+    annotation_data: (&str, &str, &str),
+) -> TestResult {
+    let (types, argument, expected) = annotation_data;
+
+    let input = format!("def run [t: one_of({types})] {{ $t }}; run {argument} | describe");
+    run_test(&input, expected)
+}
+
+#[test]
+fn one_of_annotations_not_terminated() -> TestResult {
+    let input = "def run [t: one_of(binary, string] { $t }";
+    let expected = "expected closing )";
+    fail_test(input, expected)
+}
+
+#[test]
+fn one_of_annotations_with_extra_characters() -> TestResult {
+    let input = "def run [t: one_of(int, string)extra] {$t}";
+    let expected = "Extra characters in the parameter name";
+    fail_test(input, expected)
+}
+
 #[rstest]
 #[case("{ |a $a }")]
 #[case("{ |a, b $a + $b }")]