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Title
Japanese:遷移金属触媒存在下におけるプロパルギルアミンの反応性 
English:Reactivity of Propargylic Amines in the Presence of Transition Metals 
Author
Japanese: 杉石露佳, 中村浩之.  
English: Tsuyuka Sugiishi, Hiroyuki Nakamura.  
Language Japanese 
Journal/Book name
Japanese:Journal of Synthetic Organic Chemistry Japan 
English:Journal of Synthetic Organic Chemistry Japan 
Volume, Number, Page Vol. 72        pp. 654-665
Published date June 1, 2014 
Publisher
Japanese: 
English: 
Conference name
Japanese: 
English: 
Conference site
Japanese: 
English: 
Abstract N,N-Dialkyl-substituted propargylic amines undergo various transformations in the presence of transition-metal catalysts: The hydride-transfer reaction in the presence of palladium catalysts to afford the corresponding allenes, the fragment-exchange reaction with amines or acetylenes in the presence of copper (I) catalysts through C(sp)-C(sp(3)) bond cleavage, and the redox cross-dehydrogenative coupling in the presence of zinc (II) catalysts to afford N-tethered 1,6-enynes. In all the above cases, the generation of iminium intermediates, which would be assisted by a lone pair on the nitrogen atom of the propargylic amines, is essential for further transformations.

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