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Copper-Catalyzed Aerobic Oxidative Cross-Dehydrogenative Coupling of Amine and α-Carbonyl Aldehyde: A Practical and Efficient Approach to α-Ketoamides with Wide Substrate Scope

Chun Zhang, Xiaolin Zong, Liangren Zhang and Ning Jiao*

*State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191, China, Email: jiaoningbjmu.edu.cn

C. Zhang, X. Zong, L. Zhang, N. Jiao, Org. Lett., 2012, 14, 3280-3283.

DOI: 10.1021/ol301130u (free Supporting Information)


Abstract

A copper-catalyzed aerobic oxidative cross-dehydrogenative coupling (CDC) of amines with α-carbonyl aldehydes leads to various α-ketoamides compounds. Many types of amines are tolerant in this transformation. Wide substrate scope, and the use of air as oxidant and initiator make this transformation highly efficient and practical.

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Dioxygen Activation under Ambient Conditions: Cu-Catalyzed Oxidative Amidation-Diketonization of Terminal Alkynes Leading to α-Ketoamides

C. Zhang, N. Jiao, J. Am. Chem. Soc., 2010, 132, 28-29.


Key Words

amides, oxygen


ID: J54-Y2012-2140