Synthesis of Imidazole Derivatives by Cascade Reaction: Base-Mediated Addition/Alkyne Hydroamination of Propargylamines and Carbodiimides

Abstract

A novel synthesis of 2-iminoimidazoles and 2-aminoimidazoles, via nucleophilic addition and a subsequent sodium hydroxide mediated intramolecular alkyne hydroamination from propargylamines and carbodiimides, is developed. This transition-metal-free cascade process represents an atom-economic and step-economic procedure for the construction of imidazole derivatives with high regioselectivity and moderate to good yields.

Key words

alkyne hydroamination - transition-metal-free - carbodiimides - imidazole synthesis - cascade process

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