1.
Chem Commun (Camb)
; 57(80): 10387-10390, 2021 Oct 07.
Article
in English
| MEDLINE
| ID: mdl-34542120
ABSTRACT
A catalytic benzylic Csp3-H functionalization protocol is described here. This visible light-mediated process is centered on the utilization of a bromide catalyst and oxidant to generate a nitrogen (N)-centered radical for a site-selective hydrogen atom transfer (HAT) process. This strategy enabled the unconventional syntheses of a number of N-heterocycles dependent on the amide identity. We also discovered a nucleophilicity-dependent kinetic resolution for stereochemical differentiation of Csp3-H bonds that enabled the stereoselective synthesis of cis- and trans-oxazolines.