Preparation of 6-chloropyrazolo[3,4-b]pyridine-5-carbaldehydes by Vilsmeier-Haack reaction and its use in the synthesis of heterocyclic chalcones and dipyrazolopyridines |
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| Authors: | Jairo Quiroga Yurina Diaz Rodrigo Abon?a 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: | Novel 6-chloropyrazolo3,4-b]pyridine-5-carbaldehydes 5 have been synthesized from the 4,5-dihydropyrazolo3,4-b]pyridine-6-ones 4 via Vilsmeier-Haack reaction. Further treatment of carbaldehydes 5 with acetophenones 6 and hydrazine hydrate afforded chalcone analogues 7 and dipyrazolo3,4-b:4′,3′-e]pyridines 8, respectively. |
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| Keywords: | Formylation Vilsmeier-Haack reaction Pyrazolo[3 4-b]pyridine Chalcones Dipyrazolo[3 4-b:4&prime 3&prime -e]pyridine |
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