1188436-13-6Relevant articles and documents
Synthetic approach to alkoxy-β-(trifluoromethyl)styrenes and their application in the synthesis of new trifluoromethylated heterocycles
Muzalevskiy, Vasiliy M.,Nenajdenko, Valentine G.,Shastin, Aleksey V.,Balenkova, Elizabeth S.,Haufe, Guenter
experimental part, p. 2249 - 2259 (2009/12/27)
A new convenient stereoselective pathway to alkoxy-β-(trifluoromethyl) styrenes is described. Reactions of β-chloro- and β-bromo-β- (trifluoromethyl)styrenes with sodium methoxide and potassium tert-butoxide led to methoxy- and tert-butoxy-β-(trifluoromethyl) styrenes in good to excellent yields. Bromination of tert-butoxy-β-(trifluoromethyl)styrenes proceeded with formation of aryl(bromo)methyl trifluoromethyl ketones. The latter compounds were found to be useful starting materials for the synthesis of different heterocyclic compounds bearing a trifluoromethyl group. In this way trifluoromethylated derivatives of imidazopyridine, imidazopyrimidine, imidazobenzimidazole, imidazothiazole, thiazole, and aminothiazole were obtained in moderate to high yield. Georg Thieme Verlag Stuttgart.