Litcius/Paper detail

Amine-Borane-Mediated, Nickel/Photoredox-Catalyzed Cross-Electrophile Coupling between Alkyl and Aryl Bromides

Ke-Rong Li, Xian‐Chen He, Jie Gao, Yanling Liu, Hong‐Bin Chen, Hao‐Yue Xiang, Kai Chen, Hua Yang

2024The Journal of Organic Chemistry17 citationsDOI

Abstract

Nickel/photoredox catalysis has emerged as a powerful platform for exploring nontraditional and challenging cross-couplings. Herein, a metallaphotoredox catalytic protocol has been developed on the basis of a tertiary amine-ligated boryl radical-induced halogen atom transfer process under blue-light irradiation. A wide variety of aryl and heteroaryl bromides featuring different functional groups and pharmaceutical moieties were facilely coupled to rapidly install C(sp 3 )-enriched aromatic scaffolds. The compatibility of Lewis base-ligated borane with nickel catalysis was well exemplified to extend the chemical space for Ni-catalyzed cross-electrophile coupling.

Topics & Concepts

ArylAlkylElectrophileNickelBoraneAmine gas treatingChemistryCatalysisCoupling (piping)PhotochemistryOrganic chemistryMedicinal chemistryPolymer chemistryMaterials scienceMetallurgyRadical Photochemical ReactionsFluorine in Organic ChemistrySulfur-Based Synthesis Techniques