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Photoredox‐Catalyzed Multicomponent Cyclization of 2‐Vinyl Phenols, N ‐Alkoxypyridinium Salts, and Sulfur Ylides for Synthesis of Dihydrobenzofurans
Author(s) -
Yuan Fan,
Yan DongMei,
Gao PanPan,
Shi DeQing,
Xiao WenJing,
Chen JiaRong
Publication year - 2021
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.202001589
Subject(s) - chemistry , sulfur , photoredox catalysis , catalysis , phenols , organic chemistry , combinatorial chemistry , redox , radical cyclization , photocatalysis
Abstract The 2,3‐dihydrobenzofuran ring systems are a privileged class of oxygen heterocycles, and their synthesis continues to attract considerable effort. Herein, a visible‐light‐driven photoredox‐catalyzed radical multicomponent cyclization of 2‐vinyl phenols, N ‐alkoxypyridinium salts, and sulfur ylides is described. The key to the reaction success involves the use of both N ‐alkoxypyridinium salts and sulfur ylides as radical precursors. This redox‐neutral protocol features good functional group tolerance, easily available starting materials, simple operation, and mild reaction conditions, enabling the modular synthesis of various 2,3‐disubstituted dihydrobenzofurans. Mechanistic studies have also elucidated some of the aspects associated with the key radical intermediates.