Rapid Access of Alkynyl and Alkenyl Coumarins via a Dipyridinium Methylide and Propargylamine Cascade Reaction

Xinwei He*, Ruxue Li, Pui Ying Choy, Tianyi Liu, On Ying Yuen, Man Pan Leung, Yongjia Shang and Fuk Yee Kwong*

*Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, China, Email: xinweihemail.ahnu.edu.cn, fykwongcuhk.edu.hk

X. He, R. Li, P. Y. Choy, T. Liu, O. Y. Yuen, M. P. Leung, Y. Shang, F. Y. Kwong, Org. Lett., 2020, 22, 7348-7352.

DOI: 10.1021/acs.orglett.0c02674

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Abstract

The reaction of in situ generated ortho-alkynyl quinone methides and a synthetic equivalent of acyl carbene provides a variety of alkynyl coumarins in very good yields. This versatile method enables also the preparation of β-alkenyl coumarins.

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proposed mechanism

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Key Words

coumarins

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ID: J54-Y2020