Visible-Light-Induced NHC-Catalyzed Carboacylation Reaction of Alkenes from Aryl Thianthrenium Salts and Aldehydes

A metal-free, visible-light-induced NHC-catalyzed multiple-component reaction involving aldehydes and aryl thianthrenium salts for the carboacylation reaction of alkenes is reported. In this reaction, NHC-activated aldehydes afforded Breslow intermediates, which reduced thianthrenium salts and generated aryl radicals. The resulting aryl radicals underwent radical addition reactions to yield arylacylation products, in the presence of iodoalkane, and participated in the halogen atom transfer process to generate alkyl radicals and facilitate olefin alkylacylation.

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Publication Details

Journal
Organic Letters
Published
2025-02-21
DOI
https://doi.org/10.1021/acs.orglett.5c00394
Citations
7
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
6.55

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article

Visible-Light-Induced NHC-Catalyzed Carboacylation Reaction of Alkenes from Aryl Thianthrenium Salts and Aldehydes

Chenxing Zhou, Youwan Ye, Yong Yuan, Congde Huo et al.
7 citations
Organic Letters
Catalytic C–H Functionalization Methods
6.55
article

Visible-Light-Induced NHC-Catalyzed Carboacylation Reaction of Alkenes from Aryl Thianthrenium Salts and Aldehydes

Chenxing Zhou, Youwan Ye, Yong Yuan, Congde Huo, Xiazhen Bao, Peiqin Zhang, Dongsheng Ji
article en
7 citations

Abstract

A metal-free, visible-light-induced NHC-catalyzed multiple-component reaction involving aldehydes and aryl thianthrenium salts for the carboacylation reaction of alkenes is reported. In this reaction, NHC-activated aldehydes afforded Breslow intermediates, which reduced thianthrenium salts and generated aryl radicals. The resulting aryl radicals underwent radical addition reactions to yield arylacylation products, in the presence of iodoalkane, and participated in the halogen atom transfer process to generate alkyl radicals and facilitate olefin alkylacylation.

Organic LettersVol. 27(9)
Northwest Normal University (CN)
National Natural Science Foundation of China, China Postdoctoral Science Foundation
Clean water and sanitation
Openalex Percentile: Top 4%
Catalytic C–H Functionalization Methods
6.55
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