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【论文发表】Redox-neutral photochemical Heck-type arylation of vinylphenols activated by visible light

2020年02月27日 20:48  点击:[]

Redox-neutral photochemical Heck-type arylation of vinylphenols activated by visible light

By: Kangjiang Liang,  Tao Li, Na Li, Yang Zhang,   Lei Shen,   Zhixian Ma  and  Chengfeng Xia*


Key Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Chemical Science and Technology, Library of Yunnan University, Yunnan University, 2 North Cuihu Road, Kunming 650091, China

Chemical Science 2020, 11, 2130

DOI: 10.1039/c9sc06184c

Publication Date (Web): January 10, 2020

Document Type: Article

Abstract
Disclosed herein is a photochemical Heck-type arylation of vinylphenols with non-activated aryl and heteroaryl halides under visible light irradiation. Preliminary mechanistic studies suggested that the colored vinylphenolate anions acted as a strong reducing photoactivator to directly activate (hetero)aryl halides without the need for any sacrificial reductants. The photochemically generated aryl radicals coupled with another molecule of vinylphenol to afford the Heck-type arylation product in a regiospecific and stereoselective manner. The developed photochemical arylation protocol showed exceptional functional group tolerance and was successfully applied in the challenging late-stage modification of natural products without any protection–deprotection procedures.

https://pubs.rsc.org/en/content/articlelanding/2020/SC/C9SC06184C#!divAbstract

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