Thermolysis of 1-(thiophen-2-yl)-1H-tetrazoles: a route to thiophene-fused imidazoles and pyrimidines

Add time:07/15/2019    Source:sciencedirect.com

Thermal reactions of 1-(thiophene-2-yl)-1H-tetrazoles are reported for the first time. The solution thermolysis of 1-(thiophene-2-yl)-1H-tetrazoles under conventional heating and microwave irradiation afforded the unexpected new thieno[2,3-d]pyrimidines incorporating two thiophene rings, which were obtained as major or only product. The synthesis of these heterocycles was rationalized considering the initial nitrogen elimination to generate imidoylnitrene followed by rearrangement to the corresponding carbodiimide and subsequent cyclization triggered by the nucleophilic attack of the in situ generated 2-aminothiophene. The flash vacuum pyrolysis and solution thermolysis of 1-(thiophene-2-yl)-1H-tetrazoles also gave thieno[2,3-d]imidazoles via intramolecular formal insertion into a C–C bond of the corresponding imidoylnitrene intermediate.

We also recommend Trading Suppliers and Manufacturers of (4-amino-5-methylthieno[2,3-d]pyrimidin-6-yl)acetic acid (cas 105522-99-4). Pls Click Website Link as below: cas 105522-99-4 suppliers

Prev:Synthesis and antioxidant activity of 1,3,4-oxadiazole tagged thieno[2,3-d]pyrimidine derivatives
Next:Discovery of new hit-molecules targeting Plasmodium falciparum through a global SAR study of the 4-substituted-2-trichloromethylquinazoline antiplasmodial scaffold)