A variety
of arenes and heteroarenes are brominated in good to
excellent yields using
N
-bromosuccinimide (NBS) under
mild and practical conditions. According to mechanistic investigations
described within, the reaction is speculated to proceed via activation
of NBS through a visible-light photoredox pathway utilizing erythrosine
B as a photocatalyst. A photo-oxidative approach effectively amplifies
the positive polarization on the bromine atom of the NBS reagent.
This increase in the electrophilic nature of NBS results in drastically
reduced reaction times and diversion from competing light-promoted
reactive pathways.
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