Synthesis of Pyrrolo[2,1-b]thiazol-3-one Derivatives
Monatshefte f ,r Chemie / Chemical Monthly 2005, 136 (10), 1781-1790
Ethyl [4-oxo-3-(2-oxo-2-arylethyl)thiazolidin-2-ylidene]acetates and [4-oxo-3-(2-oxo-2-arylethyl)thiazolidin-2-ylidene]acetonitriles were shown to react with substituted benzaldehydes at the endocyclic methylene group leading to the corresponding 5-arylmethylidene derivatives. Their treatment with DMF • POCl3 complex yielded 3-oxo-5-aroyl-2-arylmethylidene-2,3-dihydropyrrolo[2,1-b]thiazole-7-carboxylic acids ethyl esters and -7-carbonitriles. The structures of the pyrrolothiazoles were confirmed by an X-ray crystallographic study, which indicated the (Z)-configuration at the arylmethylidene moiety.
Tverdokhlebov A. V.; Andrushko A. P.; Tolmachev A. A.; Kostyuk A. N.; Chernega A. N.; Rusanov E. B.
Monatshefte für Chemie / Chemical Monthly 2005, 136 (10), 1781-1790