A rapid access to novel and diverse 3-oxothiazolo[3,2- $$c$$ c ]pyrimidine-8-carboxylates using multicomponent Mannich cyclisation reactions

Abstract

An efficient synthesis of novel 3-oxotetrahyrothiazolo[3,2-c]pyrimidine-8-carboxylate derivatives was developed by reacting 4-oxothiazolidines with formaldehyde and amines under very mild conditions. A variety of novel thiazolopyrimidine carboxylates were attained rapidly by double Mannich/intramolecular cyclisation reactions in very good yields.

Cytotoxic Effects of Thiazolo[3,2-C]Pyrimidines Against Mcf-7 And Hepg2/C3a Carcinoma Cell Lines

“…After work-up, final products (4 or 5) were purified by flash column chromatography on silica gel or recrystallization from suitable solvents and obtained in excellent yields. 1 H-NMR and 13 C-NMR spectral data confirmed the structures of title compounds, 4a-d and 5a-k [14,23,25].…”

“…Thiazolo [3,2-c]pyrimidines, being the last main class of thiazolopyrimidines, are very new derivatives and unstudied in the sense that no cytotoxicity study is present in the literature. With this in mind, very recently, a series of nitrothiazolo [3,2-c]pyrimidines (4) and oxothiazolo[3,2-c]pyrimidine carboxylates (5) have been produced via simple and efficient methods resulting in excellent yields by our group for the first time [14,23]. Whereupon, in the present work, successive in vitro cytotoxic activity studies of thiazolo[3,2-c]pyrimidines (4, 5) at varying concentrations have been performed against human breast (MCF-7) and hepatocellular (HEPG2/C3A) adenocarcinoma cell lines.…”