Synthesis of N‐Substituted 2,4‐Thiazolidinediones from Oxazolidinethiones.

Abstract

Thiazole derivatives R 0260Synthesis of N-Substituted 2,4-Thiazolidinediones from Oxazolidinethiones. -A new reaction of oxazolidinethione or thiazolidinethione with bromoacetyl bromide results in formation of N-substituted thiazolidinediones through an intramolecular nucleophilic substitution reaction. -(MENDOZA, G.; HERNANDEZ, H.; QUINTERO, L.; SOSA-RIVADENEYRA, M.; BERNES, S.; SANSINENEA, E.; ORTIZ*, A.; Tetrahedron Lett. 46 (2005) 46, 7867-7870; Cent. Invest., Fac. Cienc. Quim., Univ. Auton. Puebla, 72570 Puebla, Mex.; Eng.) -Mais 06-133

Glucosinolate hydrolysis products in the crucifer Barbarea vulgaris include a thiazolidine-2-one from a specific phenolic isomer as well as oxazolidine-2-thiones

“…As these classes of autolysis products are isomers, this potential variation might easily be overlooked in GC-MS or HPLC-MS instruments, but particular attention to the possibility may potentially reveal a wider occurrence. Different rearrangements, but involving similar ring systems, are known from synthetic chemistry (Robiette et al, 2003;Mendoza et al, 2005).…”