4.7 Article

Palladium-catalyzed regioselective hydroboration of aryl alkenes with B2pin2

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 14, Pages 1770-1773

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc09432a

Keywords

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Funding

  1. National Key Research and Development Program of China [2016YFA0602900]
  2. National Natural Science Foundation of China [21420102003]
  3. Fundamental Research Funds for the Central Universities [2015ZY001]

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A palladium(II)-catalyzed hydroboration of aryl alkenes with stable and easy-to-handle (pinacolato) diboron (B(2)pin(2)) under mild conditions has been developed. Acetic acid acted as the solvent and the hydrogen source, which has been identified by deuterium experiments. Notably, isomerization-hydroboration of allyl benzene derivatives was observed. As a result, a series of benzyl boronic esters were obtained in moderate to excellent yields with exclusive regioselectivity.

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