Expedient Access to Underexplored Chemical Space: Deoxygenative C(sp³)-C(sp³) Cross-Coupling.

ABSTRACT: Alcohols are commercially abundant and structurally diverse reservoirs of sp³-hybridized chemical space. However, the direct utilization of alcohols in C-C bond-forming cross-couplings remains underexplored. Herein we report an N-heterocyclic carbene (NHC)-mediated deoxygenative alkylation of alcohols and alkyl bromides via nickel-metallaphotoredox catalysis. This C(sp³)-C(sp³) cross-coupling exhibits a broad scope and is capable of forming bonds between two secondary carbon centers, a longstanding challenge in the field. Highly strained three-dimensional systems such as spirocycles, bicycles, and fused rings were excellent substrates, enabling the synthesis of new molecular frameworks. Linkages between pharmacophoric saturated ring systems were readily for

SUBMITTER: Lyon WL 

PROVIDER: S-EPMC10680137 | biostudies-literature | 2023 Apr

REPOSITORIES: biostudies-literature