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Synfacts 2008(7): 0743-0743  
DOI: 10.1055/s-2008-1077838
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Biaryls via a One-Pot Borylation-Cross-Coupling Sequence Using Pinacolborane

Contributor(s): Paul Knochel, Andrei Gavryushin
T. Kikuchi, Y. Nobuta, J. Umeda, Y. Yamamoto*, T. Ishiyama*, N. Miyaura*
Hokkaido University, Sapporo, Japan
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Publication History

Publication Date:
20 June 2008 (online)

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Significance

An economical and environmentally benign direct C-H borylation process, developed by Hartwig and Smith, utilizes pinacolborane. Here the authors report a simple, safe and scalable method for its preparation starting from inexpensive NaBH4. The resulting aryl pinacolborates are coupled in situ with aryl halides in the presence of a Pd catalyst. The whole sequence offers a simple and robust method for synthesis of various biaryls.