Aromatic C–H Methylation and Other Functionalizations via the Rh(III)-Catalyzed Migratory Insertion of Bis(phenylsulfonyl)carbene and Subsequent Transformations
Lei Chen, Rui‐jun Peng, Xue‐Jing Zhang, Ming Yan, Albert S. C. Chan
Abstract
The Rh(III)-catalyzed migratory insertion of bis(phenylsulfonyl)carbene into aromatic C-H bonds has been developed. A variety of bis(phenylsulfonyl)methyl derivatives were prepared with good yields under mild conditions. The methylated products were readily obtained after reductive desulfonylation. Furthermore, the diverse transformations of bis(phenylsulfonyl)methyl to trideuteriomethyl, aldehyde, and other functional groups were demonstrated.
Topics & Concepts
CarbeneChemistryAldehydeCatalysisMethylationMedicinal chemistryMigratory insertionChemoselectivityCombinatorial chemistryOrganic chemistryStereochemistryGeneBiochemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Cross-Coupling Reactions