Transition-metal-free a-arylation of oxindoles via visible-light-promoted electron transfer
BY: Kangjiang Liang, Na Li, Yang Zhang, Tao Li and Chengfeng Xia*
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education and Yunnan Province, School of Chemical Science and Technology,
Yunnan
University
,
Kunming
650091
,
P. R. China
Chemical Science
DOI: 10.1039/c8sc05170d
Publication Date (Web): Janurary 22, 2019
Document Type:Article
Abstract
An operationally simple photochemical strategy for the direct arylation of oxindoles with (hetero)aryl halides in the absence of both transition metals and photoredox catalysts has been developed. The reaction provides an efficient way to construct various 3-aryloxindole building blocks of pharmaceutical interest at ambient temperature by using household compact fluorescent light (CFL) bulbs as the light source. Preliminarily, mechanistic studies revealed that the intermolecular electron transfer relied on the formation of photon-absorbing electron–donor–acceptor (EDA) complexes between electron-rich oxindole enolates and electron-deficient (hetero)aryl halides, and a radical chain mechanism was operative.
全文链接：https://pubs.rsc.org/en/content/articlepdf/2019/sc/c8sc05170d
