Yeni tiyazolopirimidin, tiyazolo (imidazolo) piridinon türevlerinin çok bileşenli reaksiyonlar aracılığıyla sentezi

Generally thiazolopyrimidines, specifically thiazolo[4,5-d]- and [3,2-a] pyrimidines have great importance due their diverse biological activities (anticancer, antimicrobial, anti-HIV, antiparkinsonian etc.) and they have been prepared with various synthetic ways up to the date. Another important derivative of them, thiazolo[3,2-c]pyrimidines is scarcely studied one and this thesis work mostly describes the efficient synthetic ways to access them through multicomponent strategy utilising Mannich cyclisations. To achieve this goal; In the first part of the work, suitable precursors have been prepared and characterized. Later on, in the second and third part of this work, double-Mannich cyclisations of the precursors, 2-(nitromethylene)thiazolidine and (Z)-ethyl 2-(5-methyl-4-oxothiazolidin-2-ylidene) acetate with primary amines and formaldehyde afforded, new 6-nitrothiazolo[3,2-c]pyrimidines by microwave-assisted chemistry and new 3-oxothiazolo[3,2-c]pyrimidine-8-carboxylates by conventional heating, respectively. Developed synthetic methodologies for the preparation of thiazolo[3,2-c]pyrimidines are the first examples in the literature to the best of our knowledge. Another important heterocycle which covers the rest of our synthetic work is 2-pyridone containing fused heterocyclic molecules such as camptothecin or pilicide-based antibiotics. Fourth part of our work describes an efficient access to thiazolo[3,2-a]- and imidazolo[1,2-a]pyridones through base-catalysed Michael cyclisations utilizing nitroenamines and 2-substituted acryloyl chlorides. Thus, a new library of 2-pyridones have been accessed by a simple and efficient one-pot methodology. The last part covers the results of anticancer and antibacterial activity studies of new thiazolo[3,2-c]pyrimidines. These derivatives only showed moderate to good anticancer activities over human breast cancer cell lines but however, they do not have any significant antibacterial properties.