N-Arylation of Carbamates through Photosensitized Nickel Catalysis

J Org Chem. 2018 Nov 16;83(22):13854-13860. doi: 10.1021/acs.joc.8b02182. Epub 2018 Oct 18.

Abstract

A highly efficient method of visible light mediated Ni(II)-catalyzed photoredox N-arylation of Cbz-amines/Boc-amines with aryl electrophiles at room temperature is reported. The methodology provides a common access to a wide variety of N-aromatic and N-heteroaromatic carbamate products that find use in the synthesis of several biologically active molecules and provides a distinct advantage over traditional palladium-catalyzed Buchwald reaction.