Visible-Light-Induced Lactone-Fused Indoline Construction via Radical Dearomatization of Indoles with Alcohols

We report a visible-light-induced strategy for synthesizing lactone-fused indolines via the radical dearomatization of indoles with simple alcohols. This method combines hydrogen atom transfer (HAT) catalysis and Lewis acid activation operating under ambient conditions. The protocol exhibits a broad substrate scope and excellent diastereoselectivity, leveraging readily available alcohols as alkyl radical precursors. This sustainable approach provides efficient access to complex heterocyclic scaffolds commonly found in bioactive natural products.

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Publication Details

Journal
Organic Letters
Published
2026-02-09
DOI
https://doi.org/10.1021/acs.orglett.6c00303
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Visible-Light-Induced Lactone-Fused Indoline Construction via Radical Dearomatization of Indoles with Alcohols

Wengang Xu, Qihang Xu, Yuchen Teng, Yongcan Liu et al.
Organic Letters
Radical Photochemical Reactions
article

Visible-Light-Induced Lactone-Fused Indoline Construction via Radical Dearomatization of Indoles with Alcohols

Wengang Xu, Qihang Xu, Yuchen Teng, Yongcan Liu, Qiao Zhang, Yaru Liu, Jingshan Ai, Mingbo Wu
article en

Abstract

We report a visible-light-induced strategy for synthesizing lactone-fused indolines via the radical dearomatization of indoles with simple alcohols. This method combines hydrogen atom transfer (HAT) catalysis and Lewis acid activation operating under ambient conditions. The protocol exhibits a broad substrate scope and excellent diastereoselectivity, leveraging readily available alcohols as alkyl radical precursors. This sustainable approach provides efficient access to complex heterocyclic scaffolds commonly found in bioactive natural products.

Organic LettersVol. 28(7)
Shandong University of Technology (CN), Qingdao University of Science and Technology (CN), Ingenierie des Materiaux polymeres (FR), China University of Petroleum, East China (CN)
Responsible consumption and production
Openalex Percentile: Top 61%
Radical Photochemical Reactions
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