Difluoromethylthiolation of Phenols and Related Compounds with a HF2CSO2Na/Ph2PCl/Me3SiCl System

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• 作者：Zhongyan Huang ; Okiya Matsubara ; Shichong Jia ; Etsuko Tokunaga ; Norio Shibata
• 刊名：Organic Letters
• 出版年：2017
• 出版时间：February 17, 2017
• 年：2017
• 卷：19
• 期：4
• 页码：934-937
• 全文大小：448K
• ISSN：1523-7052

文摘

A novel HF₂CSO₂Na/Ph₂PCl/Me₃SiCl system is disclosed for the late-stage direct difluoromethylthiolation of C_sp2 and C_sp3 nucleophiles. Difluoromethylthiolation of phenols and naphthols proceeded nicely under this system to regioselectively provide corresponding SCF₂H compounds in good yields. Other substrates such as indoles, pyrroles, pyrazoles, enamines, ketones, and β-keto esters were also transformed to corresponding SCF₂H products in good yields. The late-stage direct difluoromethylthiolation of a number of natural products and pharmaceutically attractive molecules was also achieved.