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283. Org. Lett. 2025,

date:2025-09-22


The Application of Trifluoroacetic Acid in the Minisci Silylation of Heteroarenes


Rui Zhang, ‡ Hao-Wen Jiang, ‡ Xiu-Qin Hu, and Peng-Fei Xu*


http://10.1021/acs.orglett.5c03441




ABSTRACT: 

A photoinduced Minisci reaction involving Si−H bond activation via a CF 3 radical generated from trifluoroacetic acid as a hydrogen atom transfer reagent has been achieved for the f irst time. This approach enables the synthesis of a diverse array of silylated electron-deficient heteroarenes in moderate to high yields. Mechanistic studies were conducted to provide supporting evidence for the reaction process. The reaction features a metal free protocol, operational simplicity, and compatibility with mild reaction conditions.