Regioselective synthesis of novel polyfunctionally substituted pyrazolo[1,5-a]pyrimidines under solvent-free conditions |
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Authors: | Jairo Quiroga Jaime Portilla Braulio Insuasty Justo Cobo |
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Institution: | a Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A. A. 25360 Cali, Colombia b Department of Inorganic and Organic Chemistry, Universidad de Jaén, 23071 Jaén, Spain |
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Abstract: | A series of 2-(pyrazolo1,5-a]pyrimidin-5-yl)benzoic acids 5 has been prepared by a novel protocol that uses the fusion method between 5-amino-1H-pyrazoles 4 and 3-(3-oxo-2-benzofuran-1(3H)-ylidene)pentane-2,4-dione 3. The use of this novel protocol renders good to excellent yields along with short reaction times. In addition, this solvent-free cyclocondensation proceeds in a regiospecific fashion by intramolecular ring opening of the furane ring in a Michael-type reaction. |
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Keywords: | 5-Amino-1H-pyrazole Benzofuran-1(3H)-ylidenepentane-2 4-dione Solvent-free reaction |
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