Abstract
Metal-free directed ortho C–H iodination of biaryl-2-carbonitriles was developed. A series of 2′-iodobiaryl-2-carbonitriles were synthesized from substituted biphenylcarbonitriles and naphthylbenzonitriles in reasonably good yields by using bis(pyridine)iodonium(I) tetrafluoroborate (IPy2BF4, Barluenga's reagent) and HBF4·OEt2. The biaryl-2-carbonitriles are useful precursors for the synthesis of benzocyclic ketones.
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