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Paper | Regular issue | Vol 92, No. 5, 2016, pp.910-924
Published online, 24th March, 2016
DOI: 10.3987/COM-16-13441
Microwave Assisted Multi-Component Synthesis of Novel Bis(1,4-dihydropyridines) Based Arenes or Heteroarenes

Sherif M. H. Sanad, Refaie M. Kassab, Ismail A. Abdelhamid,* and Ahmed H. M. Elwahy*

*Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt

Abstract

A synthesis of novel bis-1,4-DHPs was reported. Two possible synthetic approaches for these compounds were investigated. In the first approach the monopodal 1,4-DHPs were used as building blocks for the construction of the target molecules via a simple alkylation. In the second strategy the appropriate bis-aldehydes have been synthesized in a first step followed by reaction with four equivalents of 3-aminobut-2-enenitrile using different catalysts under microwave irradiation as well as under conventional heating to give the corresponding bis-1,4-DHPs in good to excellent yield. The oxidative aromatization of some derivatives of the latter compounds into the corresponding bis-2,6-dimethylpyridine-3,5-dicarbonitrile derivatives was achieved using ceric ammonium nitrate (CAN).