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 мар 2019
Accepted
18 апр 2019
First published
25 апр 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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