Silver-Catalyzed Intramolecular Chloroamination of Allenes: Easy Access to Functionalized 3-Pyrroline and Pyrrole Derivatives
Masahiro Sai and Seijiro Matsubara*
*Department of Material Chemistry, Graduate School of
Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto
615-8510, Japan, Email: matsubar
orgrxn.mbox.media.kyoto-u.ac.jp
M. Sai, S. Matsubara, Org. Lett., 2011, 13, 4676-4679.
DOI: 10.1021/ol201895s
Abstract
An intramolecular chloroamination of allenes with N-chlorosuccinimide proceeds under mild conditions in the presence of a 1,10-phenanthroline-ligated cationic silver complex and 2,6-lutidine as a base. The reaction tolerates various functional groups. The chloroamination products are useful synthetic intermediates and can be easily transformed into functionalized 3-pyrroline and pyrrole derivatives.
see article for more examples
Key Words
ID: J54-Y2011-2500
