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Reactivity of 2-metoxycarbonylcinnamonitriles with 2‾-Cinnamoyl-2-cyanoacetohydrazides Competitive cyclizations to piperidinium pyrazolo[3,4-b]pyridinides and 2-Cinnamyl[1,2,4]triazolo[1,5-a]pyridine | ||
| journal of al-qadisiyah for pure science(quarterly) | ||
| Article 1, Volume 11, Issue 4, 2011, Pages 69-82 PDF (0 K) | ||
| Author | ||
| Ali Hadi | ||
| Abstract | ||
| The reaction of 2-methoxycarbonylcinnamonitriles 6 and 2‾-cinnamoyl-2-cyano- aceto hydrazide 5 lead to the formation of a novel synthesis of piperidinium pyrazolo [3,4- b]pyridinides 10. In the reaction, an alternative cyclization leading to form 2-cinnamyl[1,2,4]triazolo[1,5-a]pyridine 12. Compounds 12 were isolated from the reaction mixture as the corresponding piperidinium salts 11 due to the high stability of the heterocyclic anion. Acidification with 10% of hydrochloric acid result the neutral 2-cinnamyl[1,2,4]triazolo[1,5-a]pyridine 12. The reaction is depending on the conditions, the corresponding intermediate dihydropyrid- inones 7 pyrazolo derivatives 8 were also obtained. | ||
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