Work

Cu−NHC Complex for Chan‐Evans‐Lam Cross‐Coupling Reactions of N‐Heterocyclic Compounds and Arylboronic Acids

Year: 2023

Type: article

Abstract: An efficient copper(II) N‐heterocyclic carbene (NHC) complex with an NCN coordination mode was optimized to catalyze the Chan–Evans‐Lam (CEL) cross‐coupling reaction of imidazole and other N‐heterocyclic nucleophiles with arylboronic acid. This air‐stable copper catalyst shows robust catalytic performance and tolerates a diverse array of functional groups on both the N‐nucleophile and arylboronic acid coupling partners in C−N bond forming reactions with up to 95 % yield. Formation of the Cu−NHC complex in situ generated similar catalytic performance for CEL coupling. Alternative metal ions (Mn2+, Fe2+, Co2+, Ni2+, Zn2+, Ru2+, and Pd2+) were also screened in the presence of the NHC precursor as CEL catalysts.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.202300620

Authors: Bhupendra Adhikari, Mohsen Teimouri, James W. Akin, Selvam Raju, Sean L. Stokes, Joseph P. Emerson

Institution: Mississippi State University

Language: English

Topic: N-Heterocyclic Carbenes in Organic and Inorganic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Award: Center of Biomedical Research Excellence in Pathogen Host Interactions