4.8 Article

Decarboxylative Borylation of mCPBA-Activated Aliphatic Acids

Journal

ORGANIC LETTERS
Volume 22, Issue 1, Pages 234-238

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04218

Keywords

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Funding

  1. National Natural Science Foundation of China [21873041, 21632001, 21422205]
  2. Fundamental Research Funds for the Central Universities [lzujbky2016-ct02, lzujbky-2016-ct08]
  3. Program for the Changjiang Scholars and Innovative Research Team in University [IRT-15R28]
  4. 111 Project

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A decarboxylative borylation of aliphatic acids for the synthesis of a variety of alkylboronates has been developed by mixing m-chloroperoxybenzoic acid (mCPBA)-activated fatty acids with bis(catecholato)diboron in N,N-dimethylformamide (DMF) at room temperature. A radical chain process is involved in the reaction which initiates from the B-B bond homolysis followed by the radical transfer from the boron atom to the carbon atom with subsequent decarboxylation and borylation.

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