Synthesis of Trifluoromethyl-Functionalized Indolines through [4 + 1] Cyclization of Imidoyl Sulfoxonium Ylide with <i>ortho</i> -Chloromethyl Aniline

The [4 + 1] cycloaddition between imidoyl sulfoxonium ylides and <i>ortho</i>-chloromethyl anilines has been established. A series of trifluoromethyl-functionalized indolines were obtained in up to 94% yield under transition metal- and oxidant-free conditions. This transformation exhibits excellent functional group tolerance and a broad substrate scope.

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Publication Details

Journal
ACS Omega
Published
2026-03-05
DOI
https://doi.org/10.1021/acsomega.5c13420
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Synthesis of Trifluoromethyl-Functionalized Indolines through [4 + 1] Cyclization of Imidoyl Sulfoxonium Ylide with ortho -Chloromethyl Aniline

Yanrong Long, Pan Yang, Wang Yin, Tao Jiang et al.
ACS Omega
Fluorine in Organic Chemistry
article

Synthesis of Trifluoromethyl-Functionalized Indolines through [4 + 1] Cyclization of Imidoyl Sulfoxonium Ylide with ortho -Chloromethyl Aniline

Yanrong Long, Pan Yang, Wang Yin, Tao Jiang, Xiaoke Zhang, Xinghua Pan, Xuan Zhang
article en

Abstract

The [4 + 1] cycloaddition between imidoyl sulfoxonium ylides and <i>ortho</i>-chloromethyl anilines has been established. A series of trifluoromethyl-functionalized indolines were obtained in up to 94% yield under transition metal- and oxidant-free conditions. This transformation exhibits excellent functional group tolerance and a broad substrate scope.

ACS OmegaVol. 11(10)
Chongqing University (CN), Zunyi Medical University (CN), Guizhou Cancer Hospital (CN), Guiyang University (CN), Fuling Center Hospital of Chongqing (CN)
Openalex Percentile: Top 32%
Fluorine in Organic Chemistry
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