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

作者：Farghaly Thoraya A^*; Shawali Ahmad S; Abbas Eman M H; Abdel hafez Naglaa A

来源：Current Organic Synthesis, 2015, 12(1): 95-101.

DOI：10.2174/1570179411666140806005524

• 1,3-Dipolar cycloaddition
• 1-Ethylpiperidinone
• heterocyclicamines
• pyrido[3,4-c][1,5]benzothiazepine

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, H-1 and C-13 NMR) and elemental analyses.

• 出版日期2015