diff --git a/testing/insert.test b/testing/insert.test
index 4550c4369..dbd20af3f 100755
--- a/testing/insert.test
+++ b/testing/insert.test
@@ -623,3 +623,13 @@ do_execsql_test_on_specific_db {:memory:} returning-false-literal {
     CREATE TABLE test (id INTEGER, value TEXT);
     INSERT INTO test (id, value) VALUES (1, false) RETURNING id, value;
 } {1|0}
+
+do_execsql_test_on_specific_db {:memory:} boolean-literal-edgecase {
+    CREATE TABLE true (id INTEGER, value TEXT);
+    INSERT INTO true (id, value) VALUES (1, true) RETURNING id, value;
+} {1|1}
+
+do_execsql_test_on_specific_db {:memory:} boolean-literal-edgecase-false {
+    CREATE TABLE false (id INTEGER, true TEXT);
+    INSERT INTO false (id, true) VALUES (1, false) RETURNING id, false;
+} {1|0}