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

[ Vol. 12 , Issue. 1 ]

Author(s):

Thoraya A. Farghaly, Ahmad S. Shawali, Eman M. H. Abbas and Naglaa A. Abdel-hafez   Pages 95 - 101 ( 7 )

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.

Affiliation:

Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt; Department of Chemistry, Faculty of Applied Science, Umm Al-Qura University, Makkah Almukkarramah, Saudi Arabia.

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