Base‐Promoted [4 + 3] Annulation Reaction of Indole‐2‐Carboxamides with <i>β</i>‐CF<sub>3</sub>‐1,3‐Enynes: Access to Fluorine‐Containing Indole‐1,2‐Fused 1,4‐Diazepinones

An efficient base‐promoted approach for the synthesis of fluorine‐containing indole‐1,2‐fused 1,4‐diazepinones via [4 + 3] annulation of indoles with β ‐CF 3 ‐1,3‐enynes is presented. This strategy delivers the target products in good to excellent yields under the mild reaction conditions, showcasing high step economy and broad substrate scope. This reaction could be scalable to gram and amenable to diverse functionalization, underscoring its potential utility in pharmaceutical development and materials science.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-04-25
DOI
https://doi.org/10.1002/ejoc.202500323
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Base‐Promoted [4 + 3] Annulation Reaction of Indole‐2‐Carboxamides with β‐CF3‐1,3‐Enynes: Access to Fluorine‐Containing Indole‐1,2‐Fused 1,4‐Diazepinones

Xiuling Cui, Yangjie Wu, Chao Pi, Linghong Guo
1 links
European Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Base‐Promoted [4 + 3] Annulation Reaction of Indole‐2‐Carboxamides with β‐CF3‐1,3‐Enynes: Access to Fluorine‐Containing Indole‐1,2‐Fused 1,4‐Diazepinones

Xiuling Cui, Yangjie Wu, Chao Pi, Linghong Guo
article en

Abstract

An efficient base‐promoted approach for the synthesis of fluorine‐containing indole‐1,2‐fused 1,4‐diazepinones via [4 + 3] annulation of indoles with β ‐CF 3 ‐1,3‐enynes is presented. This strategy delivers the target products in good to excellent yields under the mild reaction conditions, showcasing high step economy and broad substrate scope. This reaction could be scalable to gram and amenable to diverse functionalization, underscoring its potential utility in pharmaceutical development and materials science.

European Journal of Organic ChemistryVol. 28(25)
Zhengzhou University (CN), Henan University of Engineering (CN)
Openalex Percentile: Top 94%
Fluorine in Organic Chemistry
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