Nickel-mediated aerobic C(sp2)-nucleophile coupling reactions for late-stage diversification of aryl electrophiles.

ABSTRACT: The structural diversification of pharmaceutically relevant compounds presents unique challenges to catalytic methodologies that have been developed and optimized on simpler substrates that lack drug-like complexity. Herein, we report a general strategy for carbon-heteroatom (C-X) bond formation through reactions between a wide range of nucleophiles and Ni-based oxidative addition complexes (OACs) of drug-like aryl and heteroaryl electrophiles. These organonickel complexes are easily synthesized by oxidative addition of the corresponding electrophiles under electroreductive conditions using an inexpensive Ni precursor. Redox-induced oxidative coupling from these persistent complexes proved challenging, but mechanistic studies guided the development of a simple aerobic oxidation procedure t

SUBMITTER: Das D 

PROVIDER: S-EPMC12826584 | biostudies-literature | 2025 Apr

REPOSITORIES: biostudies-literature