Catalytic Enantioselective [4+1]-Annulation of Carboxylic Acids 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.

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Publication Details

Journal
Organic Letters
Published
2025-02-12
DOI
https://doi.org/10.1021/acs.orglett.4c04827
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
2.81
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article

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

Pazhamalai Anbarasan, Marimuthu Bakkiyaraj
3 citations
Organic Letters
Catalytic C–H Functionalization Methods
2.81
article

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

Pazhamalai Anbarasan, Marimuthu Bakkiyaraj
article en
3 citations

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.

Organic LettersVol. 27(7)
Indian Institute of Technology Madras (IN)
Openalex Percentile: Top 12%
Catalytic C–H Functionalization Methods
2.81
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