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Synfacts 2009(11): 1225-1225  
DOI: 10.1055/s-0029-1218100
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Catalytic Dicyanation

Contributor(s): Timothy M. Swager, Trisha L. Andrew
S. Arai*, T. Sato, A. Nishida
Chiba University, Japan
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Publication History

Publication Date:
22 October 2009 (online)

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Significance

The stereoselective 1,2-dicyanation of various alkynes under aerobic conditions was achieved with palladium(II) catalysis. High yields (>80%) of 1,2-dicyanated products were observed with terminal alkynes, whereas substrates with internal alkynes afforded only moderate yields. syn-Adducts were found to be the major products in most cases, with syn/anti product ratios of 3:1 on average.