Monatshefte fur Chemie p. 439 - 446 (1995)
Update date:2022-08-03
Topics:
Omar, M. T.
Kandeel, K. A.
Youssef, A. S. A.
3-Aryl, 3-benzyl-, and 3H-5-(2-aryl-2-oxoethyl)-2-thioxo-4-oxo-1,3-thiazolidines 3a-h react with bromine in acetic acid solution to give mixtures of the respective 5-aroylmethylene (E) and (Z) diastereomeric derivatives 5 and 6.They contain more than 85percent of the (E)-diastereomers along with some pure isomers.The intermediacy of the 5-bromo derivatives 4 is proven and a plausible route of the reaction is presented.Structures of compounds 3-6 are evidenced by analytical and spectral data. - Keywords: (E)- and (Z)-3-Aryl-, 3-Benzyl-, and 3H-5-Aroylmethylene-2-thioxo-4-oxo-1,3-thiazolidines; (E)- and (Z)-5-Aroylmethylene-2,4-dioxo-1,3-thiazolidines; Bromine; Configurational assignment
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