Manganese catalyzed cross-coupling of allylic alcohols and indoles: an elegant route for access to γ-hydroxyindole

Alcohol and indole derivatives are widely recognized as versatile building blocks in both chemical and biochemical synthesis. The formal conjugate addition between these two classes of compounds provides a powerful and sustainable strategy for constructing γ-hydroxyindoles, owing to the reaction's 100% atom economy and the ready availability of starting materials. In this study, we report a redox-neutral cross-coupling reaction between indoles and allylic alcohols, catalyzed by a manganese(i) pincer complex, which enables the efficient synthesis of a broad range of γ-hydroxyindoles under mild conditions. The reaction featured broad substrate scope with good functional tolerance under simple conditions (24 examples, 60-83% yields).

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Publication Details

Journal
RSC Advances
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ra04342e
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.00

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article

Manganese catalyzed cross-coupling of allylic alcohols and indoles: an elegant route for access to γ-hydroxyindole

Dingguo Song, Weihui Zhong, Fei Ling, Yanyan Shen et al.
RSC Advances
Asymmetric Hydrogenation and Catalysis
article

Manganese catalyzed cross-coupling of allylic alcohols and indoles: an elegant route for access to γ-hydroxyindole

Dingguo Song, Weihui Zhong, Fei Ling, Yanyan Shen, Fangyuan Hu, Yuhua Chen
article en

Abstract

Alcohol and indole derivatives are widely recognized as versatile building blocks in both chemical and biochemical synthesis. The formal conjugate addition between these two classes of compounds provides a powerful and sustainable strategy for constructing γ-hydroxyindoles, owing to the reaction's 100% atom economy and the ready availability of starting materials. In this study, we report a redox-neutral cross-coupling reaction between indoles and allylic alcohols, catalyzed by a manganese(i) pincer complex, which enables the efficient synthesis of a broad range of γ-hydroxyindoles under mild conditions. The reaction featured broad substrate scope with good functional tolerance under simple conditions (24 examples, 60-83% yields).

RSC AdvancesVol. 15(37)
Huzhou Normal University (CN), ZheJiang Economic and Trade Polytechnic (CN), Zhejiang University of Technology (CN)
National Natural Science Foundation of China, Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 82%
Asymmetric Hydrogenation and Catalysis
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Manganese catalyzed cross-coupling of allylic alcohols and indoles: an elegant route for access to γ-hydroxyindole — Dingguo Song, Weihui Zhong, et al. · RSC Advances (2025) | TGRS Research Map | TGRS