Nickel-catalyzed addition of benzenethiol to alkynes: Formation of carbon-sulfur and carbon-carbon bonds |
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| Authors: | V P Ananikov S S Zalesskiy N V Orlov I P Beletskaya |
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| Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation;(2) M. V. Lomonosov Moscow State University, 1 Leninskie gory, 119992 Moscow, Russian Federation |
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| 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.
Dedicated to Academician O. M. Nefedov on the occasion of his 75th birthday.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2030–2034, November, 2006. |
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| Keywords: | nickel complexes transition metal catalysis alkynes alkenyl sulfides dienyl sulfides green chemistry |
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