4.8 Article

Decarboxylative Borylation of Aliphatic Esters under Visible-Light Photoredox Conditions

Journal

ORGANIC LETTERS
Volume 19, Issue 10, Pages 2770-2773

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01181

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Funding

  1. National Science Foundation of China [21672168, 21472146]
  2. Ministry of Science and Technology of PRC [2014CB548200]
  3. Department of Science and Technology of Shaanxi Province [2015KPCK-02]

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The conventional methods for preparing alkyl boronates often necessitate anhydrous and demanding reaction conditions. Herein, a new, operationally simple decarboxylative borylation reaction of readily available aliphatic acid derivatives under additive-free visible-light photoredox conditions in nonanhydrous solvents has been described. Primary and secondary alkyl boronates or tetrafluoroborates with various functional groups were prepared accordingly. A catalytic cycle involving alkyl radical reaction with base-activated diboron species has been proposed.

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