Title: Synthesis, study of the structure, and modification of the products of the reaction of 4-aryl-4-oxobut-2-enoic acids with thiourea.
Authors: Kolos, Nadezhda N.; Nazarenko, Nikolai V.; Shishkina, Svetlana V.; Doroshenko, Andrey O.; Shvets, Elena G.; Kolosov, Maksim A.; Yaremenko, Fedor G.
Abstract: A number of previously undescribed derivatives of 2-amino-5-(2-aryl-2-oxoethyl)thiazol-4(5H)-one containing electron-donating substituents in the aromatic ring were synthesized by the reaction of (E)-4-aryl-4-oxobut-2-enoic acids with thiourea. Reduction of the reaction products with NaBH4 yielded diastereomeric alcohols, whereas bromination in AcOH was accompanied by elimination of HBr and the formation of (Z)-2-amino-5-(2-aryl-2-oxoethylidene)thiazol-4(5H)-ones.
Subjects: BROMINATION; ACIDS; THIOUREA; ALCOHOL
Publication: Chemistry of Heterocyclic Compounds, 2020, Vol 56, Issue 9, p1202
ISSN: 0009-3122
Publication type: Academic Journal
DOI: 10.1007/s10593-020-02798-y

Synthesis, study of the structure, and modification of the products of the reaction of 4-aryl-4-oxobut-2-enoic acids with thiourea.

Kolos, Nadezhda N.; Nazarenko, Nikolai V.; Shishkina, Svetlana V.; Doroshenko, Andrey O.; Shvets, Elena G.; Kolosov, Maksim A.; Yaremenko, Fedor G.