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Synfacts 2007(10): 1086-1086  
DOI: 10.1055/s-2007-968931
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Cyanothiolation of Alkynes with Thiocyanates

Contributor(s): Paul Knochel, Andrei Gavryushin
Y. T. Lee, S. Y. Choi, Y. K. Chung*
Seoul National University, Republic of Korea
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Publication History

Publication Date:
07 November 2007 (online)

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Significance

The cyanothiolation reaction allows for the simultaneous introduction of a sulfur and a cyano group into a molecule. By using this method, terminal alkynes can be directly functionalized, giving useful intermediates for unsaturated nitriles, alkenyl sulfides or thioacrylic acids. The use of microwave irradiation leads to a relatively short reaction time. Alkynes, bearing various functional groups, are compatible with this process.