Issue 90, 2023

Synthesis of benzimidazole fused poly-heterocycles via oxidant free Cu-catalyzed dehydrogenative C–N coupling and photophysical studies

Abstract

A unique example of Cu-catalysed synthesis of benzimidazole fused poly-heterocycles via intramolecular C–N coupling reaction has been reported. The method highlights the potential of Cu-catalysed reactions via C–N bond formation in the absence of ligand, oxidant, and additives under inert atmosphere. The mechanistic studies indicate that the reaction is facilitated by the involvement of a benzimidazole N-atom and releases H2 gas, resulting in the synthesis of benzimidazole-fused coupling products in good yield. The versatility of the approach is demonstrated by the synthesis of diverse fused compounds, which exhibit high fluorescence activity and good quantum yield.

Graphical abstract: Synthesis of benzimidazole fused poly-heterocycles via oxidant free Cu-catalyzed dehydrogenative C–N coupling and photophysical studies

Supplementary files

Article information

Article type
Communication
Submitted
15 Aug 2023
Accepted
25 Sep 2023
First published
25 Sep 2023

Chem. Commun., 2023,59, 13498-13501

Synthesis of benzimidazole fused poly-heterocycles via oxidant free Cu-catalyzed dehydrogenative C–N coupling and photophysical studies

S. Singh and S. Pal, Chem. Commun., 2023, 59, 13498 DOI: 10.1039/D3CC03931E

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