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Synfacts 2009(11): 1255-1255
DOI: 10.1055/s-0029-1218042
DOI: 10.1055/s-0029-1218042
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Suzuki-Miyaura Coupling through C-CN Bond Cleavage
Contributor(s):Paul Knochel, Tobias ThalerD.-G. Yu, M. Yu, B.-T. Guan, B.-J. Li, Y. Zheng, Z.-H. Wu, Z.-J. Shi*
Peking University,Beijing, P. R. of China
Carbon-Carbon Formation via Ni-Catalyzed Suzuki-Miyaura Coupling through C-CN Bond Cleavage of Aryl Nitrile
Org. Lett. 2009, 11: 3374-3377
Peking University,Beijing, P. R. of China
Carbon-Carbon Formation via Ni-Catalyzed Suzuki-Miyaura Coupling through C-CN Bond Cleavage of Aryl Nitrile
Org. Lett. 2009, 11: 3374-3377
Further Information
Publication History
Publication Date:
22 October 2009 (online)
Key words
nickel catalysis - arylation - C-C bond formation - C-CN cleavage
Significance
A Ni-catalyzed Suzuki-Miyaura coupling is reported proceeding through C-CN bond cleavage. Variously functionalized aryl nitriles could be efficiently arylated.
Comment
The reaction tolerates ester and amide functionalities. It was used in the sequential arylation of 3-chloro-5-methoxybenzonitrile leading to unsymmetrically substituted triarylated benzene.