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Efficient and Reusable PdCl2(MeCN)2/CuCl2/PEG-400 System for Cyclization of Alkenyl β-Keto Esters and Amides

Jin-Heng Li,* Qi-Ming Zhu, Yun Liang and Dan Yan

*Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China, Email: jhlihunnu.edu.cn

J.-H. Li, Q.-M. Zhu, Y. Liang, D. Yang, J. Org. Chem., 2005, 70, 5347-5349.

DOI: 10.1021/jo0506635

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Abstract

In the presence of PdCl2(MeCN)2, CuCl2, and PEG-400, various alkenyl β-keto esters and amides underwent a selective cyclization to give six-membered carbocycles in good to excellent yields. The PdCl2(MeCN)2/CuCl2/PEG-400 system could be recycled and reused five times without any loss of catalytic activity.

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Key Words

Cyclohexanones, Active methylenes

ID: J42-Y2005-730