1228935-47-4Relevant academic research and scientific papers
Fluorine-containing furan derivatives from the michael addition of ethyl 4,4,4-trifluoro-3-oxobutanoate with β-nitrostyrenes
Song, Liping,Li, Xianfu,Xing, Chunhui,Li, Dongmei,Zhu, Shizheng,Deng, Hongmei,Shao, Min
supporting information; experimental part, p. 830 - 834 (2010/06/16)
Ethyl 4,4,4-trifluoro-3-oxobutanoate reacted with nitrostyrenes in the presence of Et3N to afford ethyl 5-(hydroxyim-ino)-4-aryl-2- (trifluoromethyl)-2,5-dihydrofuran-3-carboxylates along with a small amount of ethyl 2-hydroxy-5-imino-4-aryl-2-(trifluoromethyl)-2,5-dihydrofuran-3- carboxylates. Treatment of ethyl 5-(hydroxyimino)-4-aryl-2-(trifluoromethyl)-2, 5-dihydro-furan-3-car-boxylates with 1.2 equivalents of TsOH in t-BuOH, afforded ethyl 2-hydroxy-5-imino-4-aryl-2-(trifluoromethyl)-2,5-dihydrofuran-3- carboxylates in good yields. However, ethyl 2-ethoxy or methoxy-5-oxo-4-aryl-2- (trifluoromethyl)-2,5-dihydrofuran-3-carboxylates were obtained as major products in EtOH or MeOH along with a small amount of ethyl 2-hydroxy-5-imino-4- aryl-2-(trifluoromethyl)-2,5-dihydrofuran-3-carboxylates.
