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Issue 15, 2017
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A catalytic intramolecular nitrene insertion into a copper(I)–N-heterocyclic carbene bond yielding fused nitrogen heterocycles

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Abstract

N-(2-Azidophenyl)azolium salts were easily prepared and reacted with copper(I) under conditions allowing the formation of NHC complexes. Under these conditions, the formation of benzimidazo-fused heterocycles occurred under catalytic, efficient and very mild conditions. This reaction is proposed to proceed via dinitrogen elimination and imido/nitrene–NHC cyclization.

Graphical abstract: A catalytic intramolecular nitrene insertion into a copper(i)–N-heterocyclic carbene bond yielding fused nitrogen heterocycles

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Publication details

The article was received on 16 Nov 2016, accepted on 31 Jan 2017 and first published on 31 Jan 2017


Article type: Communication
DOI: 10.1039/C6CC09160A
Citation: Chem. Commun., 2017,53, 2402-2405
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    A catalytic intramolecular nitrene insertion into a copper(I)–N-heterocyclic carbene bond yielding fused nitrogen heterocycles

    K. Fauché, L. Nauton, L. Jouffret, F. Cisnetti and A. Gautier, Chem. Commun., 2017, 53, 2402
    DOI: 10.1039/C6CC09160A

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