Catalytic Enantioselective[4+1]-Annulation of CarboxylicAcids with Cyclopropenes

An efficient asymmetric synthesis of 3-vinyl­phthalides has been accomplished through rhodium-catalyzed [4+1]-annulation of arylcarboxylic acids with cyclopropenes involving C–H bond functionalization. The method exhibited excellent compatibility for various functional groups and offered diverse substituted 3-vinyl­phthalides in excellent yield and enantio­selectivity. Synthetic application and control experiments were also performed to demonstrate the utility and understand the reaction pathway.

Publication Details

Journal
Figshare
Published
2025-02-13
DOI
https://doi.org/10.1021/acs.orglett.4c04827.s002
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
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Catalytic Enantioselective[4+1]-Annulation of CarboxylicAcids with Cyclopropenes

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Cyclopropane Reaction Mechanisms
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Catalytic Enantioselective[4+1]-Annulation of CarboxylicAcids with Cyclopropenes

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Abstract

An efficient asymmetric synthesis of 3-vinyl­phthalides has been accomplished through rhodium-catalyzed [4+1]-annulation of arylcarboxylic acids with cyclopropenes involving C–H bond functionalization. The method exhibited excellent compatibility for various functional groups and offered diverse substituted 3-vinyl­phthalides in excellent yield and enantio­selectivity. Synthetic application and control experiments were also performed to demonstrate the utility and understand the reaction pathway.

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Openalex Percentile: Top 63%
Cyclopropane Reaction Mechanisms
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Catalytic Enantioselective[4+1]-Annulation of CarboxylicAcids with Cyclopropenes · Figshare (2025) | TGRS Research Map | TGRS