4.8 Article

Nickel-Catalyzed Selective Oxidative Radical Cross-Coupling: An Effective Strategy for Inert Csp3-H Functionalization

Journal

ORGANIC LETTERS
Volume 17, Issue 4, Pages 998-1001

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00104

Keywords

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Funding

  1. 973 Program [2011CB808600, 2012CB725302]
  2. National Natural Science Foundation of China [21390400, 21025206, 21272180, 21302148, 21372266]
  3. Research Fund for the Doctoral Program of Higher Education of China [20120141130002]
  4. Program for Changjiang Scholars and Innovative Research Team in University [IRT1030]

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An effective strategy for inert Csp(3)H functionalization through nickel-catalyzed selective radical cross-couplings was demonstrated. Density functional theory calculations were conducted and strongly supported the radical cross-coupling pathway assisted by nickel catalyst, which was further confirmed by radical-trapping experiments. Different arylborates including arylboronic acids, arylboronic acid esters and 2,4,6-triarylboroxin were all good coupling partners, generating the corresponding Csp(3)H arylation products in good yields.

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