A Catalytic Reaction of Alkynes via Multiple-Site Functionalization

Subramanian Karur, S. R.S.Saibabu Kotti, Xin Xu, John F. Cannon, Allan Headley, Guigen Li

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The first multiple-site activation of alkynes with amine/halogen functionalities has been established. The reaction was performed by treating alkyne with N,N-dichlorobenzenesulfonamide at 80 °C in the presence of palladium acetate catalyst. A new mechanism was proposed which involves the novel formation of β-halovinyl palladium and π-allylpalladium species. Excellent regio- and stereoselectivities were achieved with the absolute structure determined by X-ray structural analysis.

Original languageEnglish
Pages (from-to)13340-13341
Number of pages2
JournalJournal of the American Chemical Society
Issue number44
StatePublished - Nov 5 2003

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    Karur, S., Kotti, S. R. S. S., Xu, X., Cannon, J. F., Headley, A., & Li, G. (2003). A Catalytic Reaction of Alkynes via Multiple-Site Functionalization. Journal of the American Chemical Society, 125(44), 13340-13341. https://doi.org/10.1021/ja0304188