Aerobic Oxidative Cyclization under Pd(II) Catalysis: A Regioselective Approach to Heterocycles

Kai-Tai Yip, Jin-Heng Li, On-Yi Lee and Dan Yang*

*Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China, Email: yangdanhku.hk

K.-T. Yip, J.-H. Li, O.-Y. Lee, D. Yang, Org. Lett., 2005, 7, 5717-5719.

DOI: 10.1021/ol052529c

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Abstract

An efficient and regioselective Yb(OTf)₃-promoted palladium-catalyzed oxidative cyclization of γ-heteroalkenyl β-keto amides has been developed. Under simple aerobic condition, various six-, seven-, and eight-membered-ring N- and O-heterocycles were obtained in excellent yield.

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Key Words

Cyclization, Cyclic Amines, Cyclic Ethers, Active Methylenes

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ID: J54-Y2005-2150