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Issue 16, 2019
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Palladium-catalyzed tandem one-pot synthesis of π-expanded imidazoles through a sequential Heck and oxidative amination reaction

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Abstract

An efficient palladium-catalyzed route for tandem synthesis of imidazole-fused polyheterocycles from 2-vinyl imidazoles and aryl halides is described. The sequentially accomplished process comprises intermolecular Heck arylation of 2-vinyl imidazoles followed by an intramolecular aerobic oxidative C–H amination reaction promoted by the same Pd catalyst. This Pd-catalyzed tandem approach offers a straightforward protocol for the assembly of benzimidazo/phenanthroimidazo[1,2-a]quinolines in moderate to high yields, serving as a useful tool for the discovery of fluorescent materials.

Graphical abstract: Palladium-catalyzed tandem one-pot synthesis of π-expanded imidazoles through a sequential Heck and oxidative amination reaction

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Publication details

The article was received on 27 Feb 2019, accepted on 29 Mar 2019 and first published on 30 Mar 2019


Article type: Paper
DOI: 10.1039/C9OB00482C
Citation: Org. Biomol. Chem., 2019,17, 4014-4023

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    Palladium-catalyzed tandem one-pot synthesis of π-expanded imidazoles through a sequential Heck and oxidative amination reaction

    X. Li, X. Chen, H. Wang, C. Chen, P. Sun, B. Mo and J. Peng, Org. Biomol. Chem., 2019, 17, 4014
    DOI: 10.1039/C9OB00482C

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