Difluorocarbene for Dehydroxytrifluoromethylthiolation of Alcohols

作者：Luo, Jia-Jia; Zhang, Min; Lin, Jin-Hong; Xiao, Ji-Chang^*

来源：Journal of Organic Chemistry, 2017, 82(20): 11206-11211.

DOI：10.1021/acs.joc.7b01701

• TRIFLUOROMETHYLTHIOLATION REACTIONS
• CATALYZED TRIFLUOROMETHYLTHIOLATION
• DIFLUOROMETHYLENE PHOSPHABETAINE
• OXIDATIVE TRIFLUOROMETHYLATION
• SUBSTITUENT CONSTANTS
• MEDICINAL CHEMISTRY
• FLUORINE
• ACIDS
• PHOSPHOBETAINE
• RENAISSANCE

Dehydroxytrifluoromethylthiolation of alcohols with a Ph3P+CF2CO2-/S-8/F- system is described. Difluorocarbene generated from Ph3P+CF2CO2- would readily combine with elemental sulfur to furnish S=CF2. S=CF2 can be considered as a bifunctional intermediate, activating alcohol and providing scaffold for CF3S- formation, thus allowing for the convenient dehydroxytrifluoromethylthiolation of alcohols.

• 出版日期2017-10-20
• 单位中国科学院大学