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Copper-catalyzed radical cascade cyclization for synthesis of CF<sub>3</sub>-containing tetracyclic benzimidazo[2,1-<i>a</i>]iso-quinolin-6(5<i>H</i>)-ones

Kai Sun, Guofeng Li, Sa Guo, Zhiguo Zhang, Guisheng Zhang

2020Organic & Biomolecular Chemistry33 citationsDOI

Abstract

Here, a general copper-catalyzed radical cascade carbocyclization reaction with 2-arylbenzoimidazoles and a Togni reagent was realized. Structurally diverse CF3-containing tetracyclic core benzimidazo[2,1-a]isoquinoline-6(5H)-ones were obtained in moderate to good yields. The wide substrate scope, good functional group tolerance, and ease of scale-up of this method are expected to promote its potential applications in pharmacy and biotechnology.

Topics & Concepts

IsoquinolineCascadeCatalysisChemistryCopperCascade reactionStereochemistryCombinatorial chemistryOrganic chemistryChromatographyCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesFluorine in Organic Chemistry
Copper-catalyzed radical cascade cyclization for synthesis of CF<sub>3</sub>-containing tetracyclic benzimidazo[2,1-<i>a</i>]iso-quinolin-6(5<i>H</i>)-ones | Litcius