ChemInform Abstract: New Synthetic Approach Leading to 1‐ or 1,3‐Disubstituted 2‐Thiouracil‐5‐carboxylates via Dimroth Rearrangement of Isomeric Thiazines.

Abstract

New Synthetic Approach Leading to 1-or 1,3-Disubstituted 2-Thiouracil--5-carboxylates via Dimroth Rearrangement of Isomeric Thiazines. -Cyclization of isothiuronium salts (III) affords the corresponding 2-iminothiazines, which are unstable under basic conditions and immediately undergo a nucleophile--assisted Dimroth rearrangement to 2-thiouracils (IV). -(HANUSEK*, J.; HLADIKOVA, V.; KAMMEL, R.; Heterocycles 91 (2015) 7, 1377-1384, http://dx.doi.org/10.3987/COM-15-13235 ; Inst. Org. Chem. Technol., Univ. Pardubice, CZ-532 10 Pardubice, Czech Republic; Eng.) -A. Forchert 44-191