4.8 Article

Efficient Synthesis of Aryl Boronates via Cobalt-Catalyzed Borylation of Aryl Chlorides and Bromides

Journal

ACS CATALYSIS
Volume 8, Issue 5, Pages 4049-4054

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.8b00536

Keywords

boronate esters; cobalt; C-X activation; N-heterocyclic carbenes; Suzuki-Miyaura

Funding

  1. SERB [EMR/2016/000367]
  2. Indian Institute of Science (IISc) start-up research grant
  3. IISc Bangalore
  4. Kishore Vaigyanik Protsahan Yojana (KVPY)

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An efficient catalytic system based on a Co(II)-NHC precursor has been developed for the cross coupling of bis(pinacolato)diboron with aryl halides including aryl chlorides, affording the aryl boronates in good to excellent yields. A wide range of functional groups are tolerated under mild reaction conditions. The reaction shows excellent chemoselectivity for bromide over chloride. Preliminary mechanistic investigations show that the catalytic cycle may rely on a cobalt(I)-(III) redox couple.

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