A Facile Synthesis of New Polyazaheterocycles via One-Pot Three-Components Condensation Reaction and Study of Their Reactions with Nitrilimines

Author(s): Thoraya A. Farghaly, Ahmad S. Shawali, Eman M. H. Abbas, Naglaa A. Abdel-hafez.

Journal Name: Current Organic Synthesis

Volume 12 , Issue 1 , 2015

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Abstract:

A direct and efficient approach for the synthesis of new series of pyrido[3,4-c][1,5]benzothiazepine, pyrido[4,3-d]triazolo[1',5'-a]pyrimidines, pyrido[4,3-d]tetrazolo [1',5'-a]pyrimidine and pyrido[4,3-4',5']pyrimido[1',2'- a]benzimidazoles has been developed via condensation of o-aminothiophenol and heterocyclic amines each with 1-ethyl- 4-piperidinone and the appropriate aldehyde. The reactions were performed in refluxing acetonitrile in the presence of molecular iodine as a catalyst. Also, the 1,3-dipolar cycloadditions of nitrilimines to the latter products were examined and were found to be site- and regioselective. The structures of the new synthesized compounds were established on the basis of spectral data (Mass, IR, 1H and 13C NMR) and elemental analyses.

Keywords: 1, 3-Dipolar cycloaddition, 1-Ethylpiperidinone, heterocyclicamines, pyrido[3, 4-c][1, 5]benzothiazepine.

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Article Details

VOLUME: 12
ISSUE: 1
Year: 2015
Page: [95 - 101]
Pages: 7
DOI: 10.2174/1570179411666140806005524

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