Selective Access to Functional Fluoroenones via Palladium-Catalyzed Selenofluoroalkylacylation of Terminal Alkynes - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2024

Selective Access to Functional Fluoroenones via Palladium-Catalyzed Selenofluoroalkylacylation of Terminal Alkynes

Ya Li
Dian Dong
  • Fonction : Auteur
Lintong Chen
  • Fonction : Auteur
Hongxuan Du
Cong Zhao
Xiaoyan Bai
Lu Chen
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Yibiao Li
Xianghua Zeng
Min Zhang

Résumé

The trifluoromethylacyl group (−COCF3) is an important motif and widely studied in catalysis, medicinal chemistry, and materials science. Herein, a novel palladium-catalyzed selenofluoroalkylacylation of terminal alkynes with commercially available fluoroalkyl anhydride and diorganyl diselenides to afford β-seleno and aryl/alkyl disubstituted enones under mild conditions is disclosed. In addition, selenodifluoroacetylations and selenoperfluoroacetylations are also suitable for this reaction. Mechanistic studies reveal that this reaction proceeds via an oxidative radical-polar crossover process.

Domaines

Chimie organique
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Dates et versions

hal-04431841 , version 1 (01-02-2024)

Identifiants

Citer

Ya Li, Dian Dong, Lintong Chen, Hongxuan Du, Cong Zhao, et al.. Selective Access to Functional Fluoroenones via Palladium-Catalyzed Selenofluoroalkylacylation of Terminal Alkynes. Organic Letters, 2024, Organic Letters, 26 (4), pp.906-911. ⟨10.1021/acs.orglett.3c04191⟩. ⟨hal-04431841⟩
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