Title of article :
Synthesis of trifluoromethyl-substituted salicylates by cyclocondensation of 1,3-bis(silyloxy)-1,3-butadienes with 4,4-dimethylthio-1,1,1-trifluorobut-3-en-2-one
Author/Authors :
Viktor O. Iaroshenko، نويسنده , , Viktor O. and Bunescu، نويسنده , , Alina and Domke، نويسنده , , Lutz and Spannenberg، نويسنده , , Anke and Sevenard، نويسنده , , Dmitri V. and Villinger، نويسنده , , Alexander and Sosnovskikh، نويسنده , , Vyacheslav Ya. and Langer، نويسنده , , Peter، نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2011
Abstract :
A formal [3+3] cyclocondensation of 1,3-bis(silyl enol ethers) with the little-known 4,4-dimethylthio-1,1,1-trifluorobut-3-en-2-one was studied. In contrast to 4,4-dimethoxy-1,1,1-trifluorobut-3-en-2-one, this α-oxoketene dithioacetal reacts with 1,3-bis(trimethylsilyloxy)-1,3-butadienes in the presence of TiCl4 to give mainly 6-methylthio-4-(trifluoromethyl)salicylates via 1,2-addition. The scope and limitations of the reaction are discussed.
Keywords :
4 , 1 , 4-Dimethylthio-1 , 1 , cyclocondensation , 1-trifluorobut-3-en-2-on , regioselectivity , 3-Bis(silyl enol ethers) , Trifluoromethyl-substituted salicylates
Journal title :
Journal of Fluorine Chemistry
Journal title :
Journal of Fluorine Chemistry
