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A Novel Isocyanide-Based Three-Component Reaction: Synthesis of Highly Substituted 1,6-Dihydropyrazine-2,3-dicarbonitrile Derivatives

2007; American Chemical Society; Volume: 72; Issue: 16 Linguagem: Inglês

10.1021/jo0707131

1520-6904

Ahmad Shaabani, Ali Maleki, Jafar Moghimi‐Rad,

Synthesis and biological activity

A novel multi-component synthesis of highly substituted 1,6-dihydropyrazine-2,3-dicarbonitrile derivatives starting from simple and readily available inputs is described. Thus, simply stirring an ethanol solution of 2,3-diaminomaleonitrile, a ketone, and an isocyanide in the presence of a catalytic amount of p-toluenesulfonic acid provided highly substituted 1,6-dihydropyrazine-2,3-dicarbonitrile derivatives in good to excellent yields at ambient temperature.