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

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

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...

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Veröffentlicht in:Russian chemical bulletin 2006-11, Vol.55 (11), p.2109-2113
Hauptverfasser: Ananikov, V. P., Zalesskiy, S. S., Orlov, N. V., Beletskaya, I. P.
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes
Carbon
Nickel
NMR spectroscopy
Sulfides
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Zusammenfassung: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.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-006-0557-8