Reaction of 2-butenolide and 4-bromo-2-butenolide with 5-aryl-2-furaldehydes and thiolates

TY Kaklyugina, LA Badovskaya…

Index: Kaklyugina, Tatyana Ya.; Badovskaya, Larisa A.; Sorotskaya, Ludmila N.; Kozhina, Nadezhda D.; Jurasek, Adolf; et al. Collection of Czechoslovak Chemical Communications, 1986 , vol. 51, # 10 p. 2181 - 2185

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Citation Number: 5

Abstract

Abstract Condensation of 2-butenolide with 5-(4-X-phenyl)-2-furaldehydes (X= H, CH 3, OCH 3, Br, Cl, NO 2) in methanol in the presence of piperidine as catalyst afforded the corresponding 4-[5-(4-X-phenyl-2-furfurylidene)]-2-butenolides. As shown by 1 H NMR spectra, the reaction afforded mixtures of Z-and E-isomers which on crystallization were isomerized to the stable Z-isomers (except when X= NO 2). 4-Bromo-2-butenolide reacted ...