Visible-Light-Driven Fischer-Type Indole Synthesis: Direct Synthesis of 2-Phosphinoylindoles from Anilines

We report a visible-light-driven indole synthesis from readily available aniline derivatives that circumvents the need for toxic phenylhydrazines and harsh conditions required in traditional Fischer indole synthesis. Mechanistic studies reveal that the reaction proceeds through an intramolecular C(sp<sup>2</sup>)-H/C(sp<sup>2</sup>)-H dehydrogenative coupling pathway. Notably, we have developed a novel hydrogen-accepting oxidant that facilitates this transformation.

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Publication Details

Journal
Organic Letters
Published
2025-06-13
DOI
https://doi.org/10.1021/acs.orglett.5c01701
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94

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article

Visible-Light-Driven Fischer-Type Indole Synthesis: Direct Synthesis of 2-Phosphinoylindoles from Anilines

Q. Huang, Chengfeng Xia, Yang Zhang, Gan He et al.
1 citations
Organic Letters
Catalytic C–H Functionalization Methods
0.94
article

Visible-Light-Driven Fischer-Type Indole Synthesis: Direct Synthesis of 2-Phosphinoylindoles from Anilines

Q. Huang, Chengfeng Xia, Yang Zhang, Gan He, Shiyi Hou
article en
1 citations

Abstract

We report a visible-light-driven indole synthesis from readily available aniline derivatives that circumvents the need for toxic phenylhydrazines and harsh conditions required in traditional Fischer indole synthesis. Mechanistic studies reveal that the reaction proceeds through an intramolecular C(sp<sup>2</sup>)-H/C(sp<sup>2</sup>)-H dehydrogenative coupling pathway. Notably, we have developed a novel hydrogen-accepting oxidant that facilitates this transformation.

Organic LettersVol. 27(25)
Yunnan University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 25%
Catalytic C–H Functionalization Methods
0.94
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