Silver-catalyzed decarboxylative trifluoromethylthiolation of aliphatic carboxylic acids in aqueous emulsion.
A silver-catalyzed decarboxylative trifluoromethylthiolation of secondary and tertiary carboxylic acids under mild conditions tolerates a wide range of functional groups. The reaction was dramatically accelerated by its performance in an aqueous emulsion, which was formed by the addition of sodium dodecyl sulfate to water. It was proposed that the radical, which was generated from the silver-catalyzed decarboxylation in the "oil-in-water" droplets, could easily react with the trifluoromethylthiolating reagent to form the product.
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China).
Feng
F
Hu
Xinxin
X
Shao
Dianhu
D
Zhu
Long
L
Lu
Qilong
Q
Shen
D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D003653:Decarboxylation; D004655:Emulsions; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D012834:Silver
D002264:Carboxylic Acids; D004655:Emulsions; D006845:Hydrocarbons, Fluorinated; D012834:Silver
decarboxylation; fluorine; radicals; silver; trifluoromethylthiolation