Tf₂NH-Catalyzed Formal [3 + 2] Cycloaddition of Ynamides with Dioxazoles: A Metal-Free Approach to Polysubstituted 4-Aminooxazoles

Yingying Zhao, Yancheng Hu, Chunxiang Wang, Xincheng Li* and Boshun Wan*

*Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China, Email: xclidicp.ac.cn, bswandicp.ac.cn

Y. Zhao, Y. Hu, C. Wang, X. Li, B. Wan, J. Org. Chem., 2017, 82, 3935-3942.

DOI: 10.1021/acs.joc.7b00076

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Abstract

An unprecedented Tf₂NH-catalyzed formal [3 + 2] cycloaddition of ynamides with dioxazoles enables a metal-free assembly of various polysubstituted 4-aminooxazoles. This approach features a low-cost catalyst, exceptionally mild reaction conditions, a very short reaction time, broad substrate scope, and high efficiency.

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Key Words

oxazoles

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ID: J42-Y2017