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One-step reaction leading to new pyrazolo[1,5-a]pyrimidines by condensation of 2-pyrone with 5(3)-amino-3(5)-arylpyrazoles |
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| Authors: | Ibtissam Bassoude Sabine Berteina-Raboin Jean-Michel LegerChristian Jarry El Mokhtar Essassi Gérald Guillaumet |
| Institution: | a Institut de Chimie Organique et Analytique, Université d’Orléans, UMR CNRS 6005, BP 6759, 45067 ORLEANS Cedex 2, France b Laboratoire de Chimie Organique Hétérocyclique, Université Mohammed V-Agdal, Faculté des Sciences, avenue Ibn-Batouta, RABAT, Morocco c INANOTECH (Institute of Nanomaterials and Nanotechnology), MAScIR, Av. Armée Royale, RABAT, Morocco d EA4318-Pharmacochimie, UFR des Sciences Pharmaceutiques, Université Victor Ségalen Bordeaux 2, 146 rue Léo Saignat, 33 076 BORDEAUX Cedex, France |
| Abstract: | Condensation of 5(3)-amino-3(5)-arylpyrazoles with 4-hydroxy-6-methylpyran-2-one leads to 5,7-dimethyl-2-arylpyrazolo1,5-a]pyrimidines, 5-alkoxycarbonylmethyl-7-methyl-2-arylpyrazolo1,5-a]pyrimidines and their isomeric 7-alkoxycarbonylmethyl-5-methyl-2-arylpyrazolo1,5-a]pyrimidines. These compounds result from competitive reactions and from different cyclization pathways. Structure and mechanism of formation of these new products are reported. |
| Keywords: | Pyrazolo[1 5-a] pyrimidines 5(3)-Amino-3(5)-arylpyrazoles 2-Pyrones Heterocyclization Microwave irradiation |
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