Copper-Catalyzed Highly Efficient Esterification of Aldehydes with N-Hydroxyphthalimide via Cross-Dehydrogenative Coupling in Water at Room Temperature

Zhicheng Guo, Xinpeng Jiang, Can Jin*, Jiadi Zhou, Bin Sun, Weike Su*

*Zhejiang University of Technology, Hangzhou 310014, P. R. of China, Email: jincanzjut.edu.cn, pharmlabzjut.edu.cn

Z. Guo, X. Jiang, C. Jin, J. Zhou, B. Sun, W. Su, Synlett, 2017, 28, 1321-1326.

DOI: 10.1055/s-0036-1588760

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Abstract

A copper-catalyzed cross-dehydrogenative coupling reaction between N-hydroxyphthalimide and aldehydes using PhI(OAc)₂ as an oxidant enables a synthesis of NHPI esters in good yields in water. This facile and efficient method is eco-friendly and offers mild conditions, short reaction time, and broad substrate scope.

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Key Words

copper, oxidative esterification, cross-dehydrogenative coupling reaction, water, NHPI esters, N-hydroxylimides, iodosobenzene diacetate, green chemistry

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ID: J60-Y2017