Litcius/Paper detail

Pd-Catalyzed Alkene-Relayed Intermolecular C–H Alkylation Using Aryl Halide Substrates

Shuai Yang, Yanghui Zhang

2022Organic Letters16 citationsDOI

Abstract

Alkene-relayed C–H activation represents a novel strategy for functionalizing C–H bonds selectively. We developed a Pd-catalyzed annulation reaction of 2-iodobiphenyls with maleimides that act as a relay for C–H alkylation. The reaction features broad substrate scope and high efficiency, providing a straightforward method for the synthesis of succinimide-fused 9,10-dihydrophenanthrenes. The reaction using acenaphthylene as the relay has also been developed, which allows easy access to dibenzo[j,l]fluoranthenes.

Topics & Concepts

ChemistryAlkeneCatalysisAnnulationAlkylationArylCombinatorial chemistryIntermolecular forceSubstrate (aquarium)PhotochemistryAlkylOrganic chemistryMoleculeOceanographyGeologyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCatalytic Cross-Coupling Reactions