Synthesis of α‐Trifluoromethylthiolated and α‐Thiocyanated Ketones Using Umpoled Enolates

Abstract

Abstract An efficient synthesis of α‐trifluoromethylthiolated and α‐thiocynated ketones via Umpolung strategy is developed. Umpoled enolates (N‐alkenoxypyridinium salts) react smoothly with readily available sulfur containing nucleophiles such as AgSCF 3 and KSCN using CH 3 CN as the solvent. N‐alkenoxypyridinium salts could be easily prepared from the gold catalyzed addition of pyridine N‐oxide to alkynes. Our simple condition offers good chemical yields and high functional group tolerance. magnified image