Photoredox-Mediated C–H Functionalization and Coupling of Tertiary Aliphatic Amines with 2‑Chloroazoles

Herein, conditions for C–H functionalization of tertiary aliphatic amines and their subsequent coupling with a number of 2-chloroazole derivatives are reported. The reaction is facilitated by a catalytic amount of tris-fac-Ir(ppy)3, with blue light irradiation and takes place under mild and convenient conditions. Most couplings take place with excellent regioselectivity. The reaction is tolerant of a number of functional groups and allows for rapid access to α-azole carbinamines commonly found in post-translationally modified peptides.