An Efficient and Convenient Synthesis of 4-Vinylimidazoles Using a Novel Horner-Wadsworth-Emmons (HWE) Reagent: Synthetic Studies Toward Novel Histamine H₃-Ligands

Abstract

A novel Horner-Wadsworth-Emmons (HWE)-type reagent 1 reacted readily with various aldehydes and ketones to produce (E)-vinylimidazoles 2 in good yields. The synthetic utility of 1 was demonstrated by the efficient preparation of four histamine H₃ ligands 3 by simple hydrogenation of 2.

Key words

Horner-Wadsworth-Emmons reaction - vinylimidazole - hydrogenation - H₃ ligands - immepip

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13

All yields are of the pure products after chromatography.