Irradiation of a
mixture of enamines and α-bromo ketones,
with a catalytic amount of Ir(ppy)3 by visible light (λ
= 450 nm), enables the production of various 2,5-diaryl-substituted
pyrroles in good to excellent yields. The key intermediates in this
reaction have been identified as alkyl radicals, generated from single-electron
transfer from the photoexcited Ir(ppy)3* to α-bromo
ketones, which subsequently react with a broad range of enamines to
undergo the Hantzsch reaction rapidly at ambient conditions.