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Regioselective Synthesis of 5-Aminooxazoles via Cp*Co(III)-Catalyzed Formal [3 + 2] Cycloaddition of N-(Pivaloyloxy)amides with Ynamides

Xiang-Lei Han, Chu-Jun Zhou, Xu-Ge Liu, Shang-Shi Zhang, Honggen Wang and Qingjiang Li*

*School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China, Email: liqingj3mail.sysu.edu.cn

X. Yu, S. Yang, Y. Zhang, M. Guo, Y. Yamaoto, M. Bao, Org. Lett., 2017, 19, 6088-6091.

DOI: 10.1021/acs.orglett.7b02959 (free Supporting Information)


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Abstract

A simple and efficient protocol for the regioselective synthesis of 5-aminooxazoles from easily accessible N-(pivaloyloxy)amides and ynamides is catalyzed by a cheap Cp*Co(III) complex. The reaction offers mild conditions, a broad substrate scope, good functional group tolerance, and very good yields.

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proposed mechanism



Key Words

oxazoles


ID: J54-Y2017