4.8 Article

Directed Cobalt-Catalyzed C-H Activation to Form C-C and C-O Bonds in One Pot via Three-Component Coupling

Journal

ORGANIC LETTERS
Volume 23, Issue 3, Pages 914-919

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c04122

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Funding

  1. National Natural Science Foundation of China [21772179]
  2. Program for Science & Technology Innovation Talents in Universities of Henan Province [19HASTIT038]

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An efficient cobalt-catalyzed three-component coupling reaction is disclosed, which can construct C(sp(2))-C(sp(3)) and C-O bonds in one-pot with high yields and functional group compatibility. Mechanistic studies suggest a radical process may be involved in the reaction.
Herein, we disclose an efficient cobalt-catalyzed three-component coupling of benzamides, diazo compounds, and tert-butyl hydroperoxide, which provides an efficient approach to construct C(sp(2))-C(sp(3)) and C-O bonds in one-pot accompanied with C-H activation. This protocol features low catalyst loading (4 mol %), the avoidance of additives, and excellent functional group compatibility, providing three-component coupling adducts with high yields under mild conditions (up to 88%). Mechanism studies show that the reaction may involve a radical process.

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