Yeni tiyazolo[3,2-a] piridin yapılarının çok bileşenli tek basamaklı reaksiyonlar yoluyla basitçe sentezlenmesi

In recent years, various heterocyclic compounds are being synthesized by using multi-component reactions and their biological activities are being examined. The aim of this project is to develop and optimize a multicomponent reaction of thiazoli(n)dines to form biologically interesting thiazolo[3,2-a]pyridines and to apply the method to the synthesis of different sorts of heterocycles to get a better understanding of the mechanism of this transformations. In the first part of this study, a series of 5-amino-7-aryl-8-nitrothiazolo[3,2-a]pyridines have been prepared using aromatic aldehydes, active methylene group containing nitriles (malononitrile, ethyl 2-cyanoacetate and 2-phenylsulfonylacetonitrile) and 2-nitromethylene thiazoline in presence of triethylamine in acetonitrile. In second part of this study, an efficient synthesis of 5-amino-7-aryl-3-oxo-8-(phenylsulfonyl)-thiazolo[3,2-a]pyridine-6-carbonitrile derivatives was conducted utilizing multi-component reaction of aromatic aldehydes, malononitrile and 2-phenylsulfonylmethylene thiazolidin-4-one. Depending on the equivalance of the aromatic aldehyde, two different products were obtained. The structures of all multi-component reaction products have been characterized by means of spectroscopic methods IR, 1H NMR, 13C NMR, HRMS and physical characteristics (melting point and Rf values). Key words: Multi-component reactions, Knoevenagel reaction, thiazoline, thiazolidin-4-one, thiazolopyridine