Efficient Synthesis of Alkylene Bridging Bisdihydropyridines

Abstract

Under microwave irradiation, vanillin was alkylated with α,ω-dihaloalkane to give 4,4′-alkylene-bridging vanillins, which in turn underwent one-pot multicomponent reactions with excess of ethyl acetoacetate and ammonium bicarbonate to give 4,4′-alkoxy-bridging bisdihydropyridines in moderate yields. The structures of the synthetic bisdihydropyridines were characterized with ¹H NMR, ¹³C NMR, and high-performance liquic chromatography/mass spectroscopy.

Keywords:

• Dihydropyridine
• Hantzsch synthesis
• microwave irradiation
• one-pot reaction
• vanillin