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

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

Volume: 12 Issue: 1

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

Affiliation:

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

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.

Cite this article as:

Farghaly A. Thoraya, S. Shawali Ahmad, M. H. Abbas Eman and A. Abdel-hafez Naglaa, A Facile Synthesis of New Polyazaheterocycles via One-Pot Three-Components Condensation Reaction and Study of Their Reactions with Nitrilimines, Current Organic Synthesis 2015; 12 (1) . https://dx.doi.org/10.2174/1570179411666140806005524