One-step synthesis of dicyano imidazoles by (NH4)2Ce(NO3)6/HNO3 promoted oxidative cyclocondensation of a aldehyde and 2,3-diaminomaleonitrile

Document Type: Research Article

Authors

Department of Chemistry, Payame Noor University (PNU), Tehran, Iran

Abstract

The purpose of this study is to develop a facile, mild and effective synthetic method for the one-pot synthesis of 2-aryl-4,5-dicarbonitrile imidazole derivatives 3a-q through the catalytic oxidative cyclocondensation of aromatic aldehydes and 2,3-diaminomaleonitrile (DAMN) by cerium(IV) ammonium nitrate/nitric acid (CAN/NA). This synthetic protocol has many advantages such as rapid transformation with good to excellent yields of products, one-step process and avoiding the pre-functionalization of the starting materials, simple workup procedure and easy operation under mild conditions in comparison previously reports. These valuable conditions may be ideally suited for an effective synthesis of dicyano imidazole heterocycles on a larger scale.

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