Difluoromethylthiolation of Phenols and Related Compounds with a HF2CSO2Na/Ph2PCl/Me3SiCl System
2017
Huang, Zhongyan | Matsubara, Okiya | Jia, Shichong | Tokunaga, Etsuko | Shibata, Norio
A novel HF₂CSO₂Na/Ph₂PCl/Me₃SiCl system is disclosed for the late-stage direct difluoromethylthiolation of Cₛₚ₂ and Cₛₚ₃ 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.
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