Ni-Catalyzed Sonogashira Coupling of Nonactivated Alkyl Halides: Orthogonal Functionalization of Alkyl Iodides, Bromides, and Chlorides
2009; American Chemical Society; Volume: 131; Issue: 34 Linguagem: Inglês
10.1021/ja906040t
ISSN1943-2984
AutoresO. Vechorkin, Delphine Barmaz, Valérie Proust, Xile Hu,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoNi-catalyzed Sonogashira coupling of nonactivated, β-H-containing alkyl halides, including chlorides, is reported. The coupling is tolerant to a wide range of functional groups, including ether, ester, amide, nitrile, keto, heterocycle, acetal, and aryl halide, in both coupling partners. The coupling can be selective for a specific C−X bond (X = I, Br, Cl) and allows for orthogonal functionalization of alkyl halides with multiple reactive sites.
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