Diane Dickie - Copper-Catalyzed Suzuki-Miyaura Coupling of Arylboronate Esters: Transmetalation with (PN)CuF and Identification of Intermediates.

Document created by Diane Dickie on Nov 17, 2015
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  Gurung, Santosh K., Thapa, Surendra, Kafle, Arjun, Dickie, Diane   A., Giri, Ramesh. Organic Letters 16 (4)   1264-1267

  Abstract: An efficient CuI-catalyzed   Suzuki-Miyaura reaction was developed for the coupling of aryl-   and heteroarylboronate esters with aryl and heteroaryl iodides at   low catalyst loadings (2 mol %). The reaction proceeds under   ligand-free conditions for aryl-heteroaryl and   heteroaryl-heteroaryl couplings. We also conducted the first   detailed mechanistic studies by synthesizing [(PN-2)CuI]2,   [(PN-2)CuF]2, and (PN-2)CuPh [PN-2 =   o-(di-tert-butylphosphino)-N,N-dimethylaniline] and demonstrated   that [(PN-2)CuF]2 is the species that undergoes transmetalation   with arylboronate esters. [on SciFinder(R)]

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