Issue 42, 2019

Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines

Abstract

The first nickel-catalysed dehydrogenative coupling of primary alcohols and ethylene glycol with aromatic diamines for selective synthesis of mono- and di-substituted benzimidazoles and quinoxalines is reported. The earth-abundant, non-precious and simple NiCl2/L1 system enables the synthesis of N-heterocycles releasing water and hydrogen gas as byproducts. Mechanistic studies involving deuterium labeling experiments and quantitative determination of hydrogen gas evaluation were performed.

Graphical abstract: Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines

Supplementary files

Article information

Article type
Communication
Submitted
25 3 2019
Accepted
18 4 2019
First published
25 4 2019

Chem. Commun., 2019,55, 5958-5961

Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines

A. Bera, M. Sk, K. Singh and D. Banerjee, Chem. Commun., 2019, 55, 5958 DOI: 10.1039/C9CC02319D

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