3‐Alkenylation of Oxindoles, Benzofuranones and Indoles from Linear Propanols

Abstract A novel organocatalytic one‐pot cascade alcohol oxidation iminium activation strategy for the 3‐alkenylation of oxindoles, benzofuranones, and indoles from substituted propanols with excellent stereo‐selectivity(E/Z up to >99:1) has been developed. This one‐pot seven‐step process involves the α ‐spirocyclopropanation of benzofuran‐2‐ones, indolin‐2‐ones, and indoles, and by adjusting the reaction temperature and base feeding, the stable α ‐spirocyclopropyl propionaldehyde intermediate was isolated.

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Publication Details

Journal
ChemistrySelect
Published
2025-03-30
DOI
https://doi.org/10.1002/slct.202406154
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
0.00

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article

3‐Alkenylation of Oxindoles, Benzofuranones and Indoles from Linear Propanols

Zhongren Lin, Zheyao Li, Xinhong Yu, Yang Hu et al.
ChemistrySelect
Asymmetric Synthesis and Catalysis
article

3‐Alkenylation of Oxindoles, Benzofuranones and Indoles from Linear Propanols

Zhongren Lin, Zheyao Li, Xinhong Yu, Yang Hu, Jiawei Yu, Lin Zhao, Meiji Cui
article en

Abstract

Abstract A novel organocatalytic one‐pot cascade alcohol oxidation iminium activation strategy for the 3‐alkenylation of oxindoles, benzofuranones, and indoles from substituted propanols with excellent stereo‐selectivity(E/Z up to >99:1) has been developed. This one‐pot seven‐step process involves the α ‐spirocyclopropanation of benzofuran‐2‐ones, indolin‐2‐ones, and indoles, and by adjusting the reaction temperature and base feeding, the stable α ‐spirocyclopropyl propionaldehyde intermediate was isolated.

ChemistrySelectVol. 10(13)
East China University of Science and Technology (CN)
National Natural Science Foundation of China, Science and Technology Commission of Shanghai Municipality
Openalex Percentile: Top 95%
Asymmetric Synthesis and Catalysis
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3‐Alkenylation of Oxindoles, Benzofuranones and Indoles from Linear Propanols — Zhongren Lin, Zheyao Li, et al. · ChemistrySelect (2025) | TGRS Research Map | TGRS