Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2008, Issue 27, Pages 4690-4696Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200800526
Keywords
borylation; cross-coupling; palladium; pinacolborane; biaryls
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Funding
- Universite J. Fourier [DCM-SERCO, ICMG FR-2607]
- Centre National de la Recherche Scientifique (CNRS) [UMR-5250]
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We describe a convenient preparation of 4,6,6-trimethyl-1,3,2-dioxaborinane (MethylPentaneDiolBorane, MPBH) and demonstrate that it is an excellent reagent for the [PdCl2(PPh3)(2)]-catalyzed borylation of aryl bromides and iodides. The corresponding boronic esters undergo rapid Suzuki coupling reactions in the presence of cesium fluoride. Thus, MPBH is an excellent alternative to pinacolborane for Pd-catalyzed borylation and cross-coupling reactions. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
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