Metal??Free Directed ortho C–H Iodination: Synthesis of 2′??Iodobiaryl??2??carbonitriles

S Sarkar, M Jana, T Narender

Index: Sarkar, Satinath; Jana, Manoranjan; Narender, Tadigoppula European Journal of Organic Chemistry, 2013 , # 29 p. 6491 - 6495

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Abstract

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 (IPy 2 BF 4, Barluenga's reagent) and HBF 4· OEt 2. The biaryl-2-carbonitriles are useful precursors for the synthesis of benzocyclic ketones.

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