108196-99-2Relevant academic research and scientific papers
THE SERIES OF SUBSTITUTED BUTANOLIDES AND BUTENOLIDES. IV. 4-ARYLIDENE(HETEROARYLIDENE)-2-BUTENOLIDES
Sorotskaya, L.N.,Badovskaya, L.A.,Kaklyugina, T.Ya.,Belenkii, L.A.,Ignatenko, A.V.,et al.
, p. 159 - 165 (2007/10/02)
A larger number of 4-arylidene- and 4-heteroarylidene-2-butenolides were obtained by the reaction of 2-butenolide with aromatic and heteroaromatic aldehydes in the presence of piperidine.
REACTION OF 2-BUTENOLIDE AND 4-BROMO-2-BUTENOLIDE WITH 5-ARYL-2-FURALDEHYDES AND THIOLATES
Kaklyugina, Tatyana Ya.,Badovskaya, Larisa A.,Sorotskaya, Ludmila N.,Kozhina, Nadezhda D.,Jurasek, Adolf,et al.
, p. 2181 - 2185 (2007/10/02)
Condensation of 2-butenolide with 5-(4-X-phenyl)-2-furaldehydes (X = H, CH3, OCH3, Br, Cl, NO2) in methanol in the presence of piperidine as catalyst afforded the corresponding 4--2-butenolides.As shown by 1H NMR spectra, the reaction afforded mixtures of Z- and E-isomers which on crystallization were isomerized to the stable Z-isomers (except when X = NO2). 4-Bromo-2-butenolide reacted with sodium salts of 2-mercaptobenzoxazole and 2-mercaptobenzimidazole to give the corresponding 4-(benzazoyl-2-thio)-2-butenolides, probably by an anion-radical mechanism.With arene thiolates, no substitution of the bromo atom took place and the reaction afforded only the corresponding disulfides.The IR and 1H NMR spectra of the synthesized compounds are discussed.
