Visible light bromide catalysis for oxazoline, pyrrolidine, and dihydrooxazine syntheses via Csp3–H functionalizations Article (Faculty180)

cited authors

  • Kaur, Navdeep; Elizabeth, Ziegelmeyer C; Farinde, Olutayo N; Jonathon, Truong T; Michelle, Huynh M; Li, Wei


  • 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.


publication date

  • 2021

published in

start page

  • 10387

end page

  • 10390


  • 57