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Sterically Controlled Iodination of Arenes via Iridium-Catalyzed C–H Borylation

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journal contribution
posted on 04.01.2013, 00:00 by Benjamin M. Partridge, John F. Hartwig
A mild method to prepare aryl and heteroaryl iodides by sequential C–H borylation and iodination is reported. The regioselectivity of this process is controlled by steric effects on the C–H borylation step and is complementary to existing methods to form aryl iodides. The iodination of boronic esters has potential for the synthesis of radiolabeled aryl iodides, as demonstrated by the concise synthesis of a potential tracer for SPECT imaging.