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Enaminone-directed ruthenium(<scp>ii</scp>)-catalyzed C–H activation and annulation of arenes with diazonaphthoquinones for polycyclic benzocoumarins

Sudeshna Mondal, Chandan Kumar Giri, Mahiuddin Baidya

2023Chemical Communications20 citationsDOIOpen Access PDF

Abstract

The weakly coordinating enaminone functionality has been leveraged for a C-H bond activation strategy under ruthenium catalysis and employed in the regioselective annulative coupling of arenes with diazonaphthoquinones, offering polycyclic benzocoumarins in very high yields. The enaminone motif plays a dual role and the protocol operates through a Ru(II)/Ru(IV) catalytic pathway which is amenable to the diversification of various pharmacophore-coupled substrates.

Topics & Concepts

RutheniumRegioselectivityCatalysisAnnulationChemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms
Enaminone-directed ruthenium(<scp>ii</scp>)-catalyzed C–H activation and annulation of arenes with diazonaphthoquinones for polycyclic benzocoumarins | Litcius