Ring construction by zirconium-promoted reductive coupling of nitrites with alkenes

M Mori, N Uesaka, M Shibasaki

Index: Mori, Miwako; Uesaka, Noriaki; Shibasaki, Masakatsu Journal of the Chemical Society, Chemical Communications, 1990 , # 18 p. 1222 - 1224

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Abstract

Intramolecular reductive coupling of nitrite with alkene units in the presence of zirconocene prepared from (C5H5) 2ZrCl2 and BuLi gives cyclic ketones; the intermediary metallacycle prepared from the 2-cyano-N-allylaniline derivative is very reactive and provides various quinoline derivatives by treatment with electrophiles and other reagents.