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Synfacts 2010(4): 0457-0457
DOI: 10.1055/s-0029-1219590
DOI: 10.1055/s-0029-1219590
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides with Alkyl Halides
Contributor(s):Paul Knochel, Andrei GavryushinD. A. Everson, R. Shrestha, D. J. Weix*
University of Rochester, USA
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides with Alkyl Halides
J. Am. Chem. Soc. 2010, 132: 920-921
University of Rochester, USA
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides with Alkyl Halides
J. Am. Chem. Soc. 2010, 132: 920-921
Further Information
Publication History
Publication Date:
22 March 2010 (online)
Key words
reductive cross-coupling - alkyl arenes - nickel
Significance
The authors report herein a new, general method for performing direct reductive cross-coupling using a dual ligand-nickel catalytic system. The reaction tolerates a broad number of functional groups and generally offers high yields of products.
Comment
The reaction takes place with slightly lower yield if the phosphine ligand is omitted. Organic iodides in all cases are better than the bromides. The reaction probably does not involve the RMnX intermediate, as the insertion of manganese(0) does not occur under the same conditions at a comparable rate.