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Hydroxyl Assisted, Photoredox/Cobalt Co‐catalyzed Semi‐Hydrogenation and Tandem Cyclization of o ‐Alkynylphenols for Access to 2,3‐Dihydrobenzofurans
Author(s) -
Tian WanFa,
Zhu Yao,
He YongQin,
Wang Mei,
Song XianRong,
Bai Jiang,
Xiao Qiang
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000986
Subject(s) - chemistry , alkene , tandem , cobalt , intramolecular force , catalysis , steric effects , photoredox catalysis , photochemistry , combinatorial chemistry , medicinal chemistry , photocatalysis , organic chemistry , materials science , composite material
Abstract Herein, a hydroxyl assisted, photoredox/cobalt co‐catalyzed semi‐hydrogenation and tandem cyclization of o ‐alkynylphenols is developed towards direct assembly of 2,3‐dihydrobenzofurans. Moderate to good yields were obtained for a range of sterically and electronically diverse 2‐propynolphenols under mild conditions. Mechanistic studies demonstrated the inevitable role of the alcoholic hydroxyl group with (Z)‐alkene as the real intermediate. Finally, a key low‐valent cobalt catalyzed intramolecular hydroetherification of alkene is proposed.