Ma Jun-An, Cahard Dominique
UMR 6014 de l'IRCOF (Institut de Recherche en Chimie Organique Fine), Université de Rouen, 1 Rue Tesnière, F-76821 Mont Saint Aignan, France.
J Org Chem. 2003 Oct 31;68(22):8726-9. doi: 10.1021/jo034881e.
Cyclic and acyclic beta-ketoesters were efficiently trifluoromethylated with 5-trifluoromethyldibenzothiophenium tetrafluoroborate in the presence of a phase-transfer catalyst to afford the corresponding alpha-substituted alpha-trifluoromethyl beta-ketoesters in good to excellent yields. In a second approach, 5-trifluoromethyldibenzothiophenium tetrafluoroborate and tetrabutylammonium difluorotriphenylstannate were used for efficient electrophilic trifluoromethylation of various silyl enol ethers leading to the corresponding alpha-trifluoromethyl ketones in good to high yields.
在相转移催化剂存在下，环状和非环状β-酮酯与5-三氟甲基二苯并噻吩四氟硼酸盐进行高效三氟甲基化反应，以良好至优异的产率得到相应的α-取代的α-三氟甲基β-酮酯。在第二种方法中，5-三氟甲基二苯并噻吩四氟硼酸盐和四丁基二氟三苯基锡酸铵用于各种硅基烯醇醚的高效亲电三氟甲基化反应，以良好至高的产率得到相应的α-三氟甲基酮。
