Nucleophilic gem-Difluoro(phenylsulfanyl)methylation of Carbonyl Compounds with PhSCF2H in the Presence of a Phosphazene as a Base

作者：Punirun Teerachai; Soorukram Darunee^*; Kuhakarn Chutima; Reutrakul Vichai; Pohmakotr Manat

来源：European Journal of Organic Chemistry, 2014, 2014(19): 4162-4169.

DOI：10.1002/ejoc.201402162

• Synthetic methods
• Nucleophilic addition
• Fluorine

Direct nucleophilic gem-difluoro(phenylsulfanyl) methylation of carbonyl compounds has been achieved by use of difluoro( phenylsulfanyl) methane (PhSCF2H) and the phosphazene base P-4-tBu in THF. Non-enolizable aldehydes and ketones are suitable substrates to undergo nucleophilic gem-difluoro(phenylsulfanyl) methylation, providing alpha-gem-difluoromethylated adducts in good yields. In addition, this methodology is also applicable with cyclic imides and acid anhydrides.

• 出版日期2014-7