Abstract

A three-component gold(I)-catalyzed synthesis of 2-imidazoyl-1-pyrazolylbenzenes from 1-propargyl-1H-benzotriazoles is described here. Initially the benzotriazole derivative suffers an intramolecular 5-endo-dig cyclization to form a triazapentalene. This dipolar compound is able to perform an intermolecular and regioselective attack to a gold-activated alkyne. After triazole breakage, the pyrazole ring and an α-imino gold carbene complex are formed. Finally, the iminocarbene is captured by a nitrile to form an imidazole ring.

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