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

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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.

see article for more examples

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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.

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Key Words

oxidative amidation, oxygen

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ID: J54-Y2012-2140