Palladium-Catalyzed Dual Coupling Reaction of 2-Iodobiphenyls with <i>o</i>-Bromoanilines through C–H Activation: An Approach for the Synthesis of Tribenzo[<i>b</i>,<i>d</i>,<i>f</i>]azepines
Cang Cheng, Dongdong Tu, Xiang Zuo, Zechen Wu, Bin Wan, Yanghui Zhang
Abstract
A novel and straightforward approach for the synthesis of tribenzo[b,d,f]azepines starting from 2-iodobiphenyls and 2-bromoanilines has been developed. A wide range of tribenzo[b,d,f]azepines were obtained in good to excellent yields via a cascade intermolecular palladium-catalyzed C–H activation/dual coupling reaction. C,C-palladacycles, which are generated by C–H activation of 2-iodobiphenyls, should be the reaction intermediates.
Topics & Concepts
ChemistryPalladiumCatalysisIntermolecular forceCascadeCoupling reactionCombinatorial chemistryStereochemistryCoupling (piping)Cascade reactionMoleculeMedicinal chemistryOrganic chemistryChromatographyMechanical engineeringEngineeringCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions