A Route to alpha-Fluoroalkyl Sulfides from alpha-Fluorodiaroylmethanes

作者：Lin, Ya-mei; Yi, Wen-bin^*; Shen, Wan-zhao; Lu, Guo-ping^*

来源：Organic Letters, 2016, 18(3): 592-595.

DOI：10.1021/acs.orglett.5b03654

• ARYL
• FLUORINATION
• THIOLS
• THIOLATION
• THIOETHERS
• REAGENT
• ACCESS
• BONDS

alpha,alpha-Difluorodiaroylmethane can be used as a nucleophilic difluoromethylation reagent for generating alpha-thioaryl-alpha,alpha-difluoroacetophenones ((ArCOCF2SAr)-C-1) and difluoromethylthiolated arenes (ArSCF2H) under transition-metal-free conditions. The reaction selectivity is mainly dependent on temperature. The method has also been extended to the synthesis of alpha-thioaryl-alpha-monofluoroacetophenones using alpha-monofluorodibenzoylmethane. Moreover, the benzoyl cation derived from alpha,alpha-difluorodibenzoylmethane can react with nucleophiles to afford the desired products in a one-pot process.

• 出版日期2016-2-5
• 单位南京理工大学