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Direct Difluoromethylation of Alcohols with an Electrophilic Difluoromethylated Sulfonium Ylide
Authors:Jiansheng Zhu  Yafei Liu  Prof. Dr. Qilong Shen
Affiliation:Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China
Abstract:A general method for the formation of alkyl difluoromethylethers under mild reaction conditions and with good functional‐group tolerance was developed. The development of the method was based on the invention of a stable, electrophilic, difluoromethylating reagent, difluoromethyl‐(4‐nitrophenyl)‐bis(carbomethoxy) methylide sulfonium ylide, which was synthesized by reaction of the easily available 4‐nitrophenyl (difluoromethyl)thioether and dimethyl diazomalonate in the presence of a rhodium catalyst.
Keywords:alcohols  fluorine  reaction mechanisms  synthetic methods  ylides
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