S-(Trifluoromethyl)Benzothioate (TFBT): A KF-Based Reagent for Nucleophilic Trifluoromethylthiolation |
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| Authors: | Depei Meng Yichong Lyu Dr. Chuanfa Ni Dr. Min Zhou Prof. Dr. Yang Li Prof. Dr. Jinbo Hu |
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| Affiliation: | 1. Key Laboratory of Organofluorine Chemistry Shanghai Institute of Organic Chemistry University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, 200032 China;2. School of Chemistry and Chemical Engineering, Chongqing University, Chongqing, 400030 P. R. China |
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| Abstract: | S-(Trifluoromethyl)benzothioate (TFBT) has been developed as an inexpensive, bench-stable, and user-friendly trifluoromethylthiolation reagent, which can be easily synthesized by using KF as the only fluorine source. By using TFBT, trifluoromethylthiolates with various counterions can be readily obtained. The synthetic application of TFBT was demonstrated by trifluoromethylthiolation-halogenation of arynes, bis(trifluoromethylthiolation)–halogenation of 1,2-benzdiynes, nucleophilic substitution of alkyl halides, deoxytrifluoromethylthiolation of alcohols, and cross-coupling with aryl and vinyl boronic acids. |
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| Keywords: | aryne multifunctionalization potassium fluoride S-(trifluoromethyl)benzothioate trifluoromethylthiolation |
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