title: Copper-catalyzed C-H cyanation of terminal alkynes with cyanogen iodide.
abstract: A copper-catalyzed reaction of terminal alkynes with cyanogen iodide (ICN) that produces alkynyl cyanides has been developed. The use of tetramethylpiperidine as a sterically congested base was successful in this reaction. Some control experiments revealed that the reaction involves the noncatalyzed formation of alkynyl iodides followed by copper-catalyzed cyanation of the iodides without the formation of copper(I) acetylide. This observation contrasts with what is normally observed in various copper-mediated reactions using terminal alkynes.
authors.affiliation: Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University , Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Okamoto
authors.forename: Masahito
authors.initials: M
authors.lastname: Watanabe
authors.forename: Naoki
authors.initials: N
authors.lastname: Sakata
authors.forename: Masahito
authors.initials: M
authors.lastname: Murai
authors.forename: Kouichi
authors.initials: K
authors.lastname: Ohe