4.6 Article

Photochemically induced chloromethylation/cyclization of benzimidazole derivatives with CCl4/CHCl3

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 21, Issue 43, Pages 8690-8694

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3ob01290e

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This article reports the synthesis of a series of trichloromethyl/dichloromethyl substituted benzimidazole derivatives through dechlorination and cyclization reactions. The method exhibits a wide substrate scope, high atom economy, excellent regioselectivity, and is easily scalable.
Herein, it is reported that a series of trichloromethyl/dichloromethyl substituted benzimidazole derivatives have been synthesized by dechlorination of CCl4/CHCl3 to form polychloromethyl radicals and cyclization with an unactivated olefin under a purple LED lamp. The protocol features a wide substrate scope, high atom economy, and excellent regioselectivity, and is easy to scale up.

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