Journal
ORGANIC LETTERS
Volume 22, Issue 7, Pages 2639-2644Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00602
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Funding
- NNSFC [91856119, 21971081, 21622201, 21820102003, 91956201, 21772053]
- Science and Technology Department of Hubei Province [2017AHB047]
- Excellent Doctoral Dissertation Cultivation Grant from CCNU [2019YBZZ014, 2019YBZZ017]
- Program of Introducing Talents of Discipline to Universities of China (111 Program) [B17019]
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A visible-light-driven photoredox-catalyzed multicomponent reaction of 2-vinylanilines, sulfonyl chlorides, and sulfur ylides is described. This protocol features redox-neutral mild conditions, a broad substrate scope, and good functional group tolerance, providing access to various sulfonated 2,3-disubstituted indolines. The product can be transformed to a diverse range of functionalized indoles by a selective aromatization/nucleophilic substitution process. Mechanistic investigations suggest that both sulfonyl chlorides and sulfur ylides serve as radical sources, and the reaction proceeds through a sequential radical addition/addition/thermal S(N)2-substitution process.
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