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Russian Chemical Bulletin

, Volume 55, Issue 11, pp 2109–2113 | Cite as

Nickel-catalyzed addition of benzenethiol to alkynes: Formation of carbon-sulfur and carbon-carbon bonds

  • V. P. Ananikov
  • S. S. Zalesskiy
  • N. V. Orlov
  • I. P. Beletskaya
Article

Abstract

Nickel-catalyzed addition of benzenethiol to alkynes leads to alkenyl and dienyl sulfides; the direction of the process can be controlled by varying the PhSH/alkyne ratio. An advanced procedure, which ensures higher yields of 2-phenylsulfanylalkenes, includes gradual addition of alkyne to the other reactants. The structures of conjugated dienyl sulfides formed in the reaction were determined by 2D NMR spectroscopy.

Key words

nickel complexes transition metal catalysis alkynes alkenyl sulfides dienyl sulfides green chemistry 

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Copyright information

© Springer Science+Business Media, Inc. 2006

Authors and Affiliations

  • V. P. Ananikov
    • 1
  • S. S. Zalesskiy
    • 1
  • N. V. Orlov
    • 1
  • I. P. Beletskaya
    • 2
  1. 1.N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of SciencesMoscowRussian Federation
  2. 2.M. V. Lomonosov Moscow State UniversityMoscowRussian Federation

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