Litcius/Paper detail

Harnessing Rhodium-Catalyzed C–H Activation: Regioselective Cascade Annulation for Fused Polyheterocycles

Maneesh Kumar Reddy Singam, Undamatla Suri Babu, Attunuri Nagireddy, Jagadeesh Babu Nanubolu, Maddi Sridhar Reddy

2021The Journal of Organic Chemistry21 citationsDOI

Abstract

In the realm of transition-metal catalyzed arene functionalization, rhodium(III) catalysis is considered as exemplary due to its propensity to activate C-H bonds to obtain comprehensive molecular assembly. Herein, we demonstrate a new rhodium(III) catalyzed assembly of polyheterocyclic scaffolds via C-H activation and regioselective annulation of 4-arylbut-3-yn-1-amines with 4-hydroxy-2-alkynoates. Heterocyclization and trans-metalation prior to annulation is the key for initiation of this relay redox-neutral catalytic cascade.

Topics & Concepts

AnnulationRegioselectivityRhodiumChemistryCatalysisMetalationCombinatorial chemistryCascadeStereochemistryOrganic chemistryChromatographyCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Cross-Coupling Reactions