Photoinduced Dearomative Oxyimination of Indoles Using Oxime Esters as Bifunctional Radical Precursors

A photoinduced, metal-free, and regioselective oxyimination of indole derivatives has been developed, enabling efficient difunctionalization via simultaneous C-O and C-N bond formation. Using oxime esters as dual radical precursors, this mild and sustainable strategy achieves a high atom economy and excellent diastereoselectivity. It can be applied to benzofuran and benzothiophene derivatives. This method provides a versatile and practical approach for dearomative transformations, offering new opportunities for the diastereoselective functionalization of indole derivatives.

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Publication Details

Journal
Organic Letters
Published
2026-03-05
DOI
https://doi.org/10.1021/acs.orglett.6c00690
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Photoinduced Dearomative Oxyimination of Indoles Using Oxime Esters as Bifunctional Radical Precursors

Xiaoping Xu, You Zi, Ming Yang
Organic Letters
Radical Photochemical Reactions
article

Photoinduced Dearomative Oxyimination of Indoles Using Oxime Esters as Bifunctional Radical Precursors

Xiaoping Xu, You Zi, Ming Yang
article en

Abstract

A photoinduced, metal-free, and regioselective oxyimination of indole derivatives has been developed, enabling efficient difunctionalization via simultaneous C-O and C-N bond formation. Using oxime esters as dual radical precursors, this mild and sustainable strategy achieves a high atom economy and excellent diastereoselectivity. It can be applied to benzofuran and benzothiophene derivatives. This method provides a versatile and practical approach for dearomative transformations, offering new opportunities for the diastereoselective functionalization of indole derivatives.

Organic LettersVol. 28(11)
Nantong University (CN), Laboratoire de Synthèse Organique (FR)
Industry, innovation and infrastructure, Responsible consumption and production
Openalex Percentile: Top 33%
Radical Photochemical Reactions
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