Dienophilicity of Imidazole in Inverse Electron Demand Diels-Alder Reactions; Intramolecular Reactions with 1,2,4-Triazines.

Abstract

Imidazole and 2-phenylimidazole undergo intramolecular cycloadditions with 1,2,4-triazines tethered between an imidazole nitrogen and the triazinyl C3 position with a trimethylene chain to produce tetrahydro-1,5-naphthyridines following loss of N2 and a nitrile. © 1997 Elsevier Science Ltd.