DOI: 10.1021/acs.joc.6c01935 ISSN: 0022-3263

Radical-Mediated Annulative Chloro-Hydroxylamination of Enynones with Anomeric Amides to Access 1-Indanone Frameworks

Hang-Dong Zuo, Peng-Cheng Xu, Xu Teng, Yu-Ting Wang, Zheng-Ren Jia, Cheng-Long Shen

Abstract

A catalyst- and oxidant-free annulative chloro-hydroxylamination of enynones with anomeric amides has been developed, enabling the efficient synthesis of diverse 1-indanone frameworks via a radical chain process. This protocol features outstanding regioselectivity, broad substrate scope, excellent functional-group tolerance, mild reaction conditions, and high atom economy. Notably, this environmentally friendly strategy eliminates the need for hazardous catalysts and oxidants, fully adhering to the principles of green chemistry.

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