Copper-Catalyzed N-O Cleavage of alpha,beta-Unsaturated Ketoxime Acetates toward Structurally Diverse Pyridines

摘要

The copper-catalyzed [4 + 2] annulation of alpha,beta-unsaturated ketoxime acetates with 1,3-dicarbonyl compounds for the synthesis of three classes of structurally diverse pyridines has been developed. This method employs 1,3-dicarbonyl compounds as C2 synthons and enables the synthesis of multifunctionalized pyridines with diverse electron-withdrawing groups in moderate to good yields. The mechanistic investigation suggests that the reactions proceed through an ionic pathway.