4.8 Article

Nickel-Catalyzed Intermolecular Carbobromination of Alkynes

期刊

ACS CATALYSIS
卷 10, 期 6, 页码 3773-3777

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c00980

关键词

carbobromination; odd valent nickel; reductive elimination; carbon-bromine bond; alkyne

资金

  1. MEXT (Japan) [18H04253, 17KT0006, 15H05845, 15H03809]
  2. Council of Human Resources Fostering Program in Chemistry, Japan Chemical Industry Association
  3. Grants-in-Aid for Scientific Research [18H04253, 17KT0006, 15H03809, 15H05845] Funding Source: KAKEN

向作者/读者索取更多资源

Organohalogen compounds such as alkenyl bromides are versatile and essential building blocks in organic synthesis. Herein, we describe the nickel-catalyzed intermolecular carbobrominations of alkynes with aryl bromides to form highly substituted and functionalized alkenyl bromides. The reductive elimination of the carbon-bromine bond from a Ni(II) species, which is usually a disfavored process, is achieved from a high-valent Ni(III) species in this reaction. This transformation not only expands the scope of transition-metal-complex-promoted bond-forming reactions but also, more particularly, accomplishes the formation of labile bonds, which is as challenging to achieve as the cleavage of inert bonds, such as C-O or C-H bonds.

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