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Ru(II)-Catalyzed Divergent C–H Alkynylation Cascade with Bifunctional α-Alcohol Haloalkynes

Qiaoya Zhang, Yinling Li, Yabo Chen, Jiahua Jiang, Yuan Liu, Jiye Luo, Yang Gao, Yanping Huo, Qian Chen, Xianwei Li

2024Organic Letters10 citationsDOI

Abstract

Native functionality directed the C-H activation cascade to enable rapid construction of molecular complexity, featuring step-economy and synthetic efficiency. Herein, by exploiting bifunctional α-alcohol haloalkynes, we developed Ru(II)-catalyzed carboxylic acid, amine, and amide assisted divergent C-H alkynylation and annulation cascade, affording polyfunctional heterocycles. Significantly, a bilateral aryl C-H polycyclization cascade of azobenzenes was achieved using the versatile haloalkynes.

Topics & Concepts

BifunctionalChemistryCascadeAlkynylationAlcoholCatalysisAmideAnnulationCombinatorial chemistryAmine gas treatingCascade reactionArylOrganic chemistryChromatographyAlkylCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCatalytic Cross-Coupling Reactions