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Communication | Special issue | Vol 80, No. 1, 2010, pp.207-211
Published online, 20th August, 2009
DOI: 10.3987/COM-09-S(S)62
A Hetero Pauson-Khand Reaction of Ketenimines: A New Synthetic Method for γ-Exomethylene-α,β-unsaturated γ-Lactams

Takao Saito,* Katsuya Sugizaki, Hiroyuki Osada, Noriki Kutsumura, and Takashi Otani

*Department of Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka 1-3, Shinjuku-ku, Tokyo 162-8601, Japan

Abstract

A novel ketenimine Pauson–Khand reaction has been described for the first time. C,C,N-Triarylketenimines reacted with alkyne–dicobalthexacarbonyl complexes upon heating in toluene in the presence of dimethyl sulfoxide as a promoter to afford γ-lactams, 5-(diphenylmethylene)-1H-pyrrol-2(5H)-ones, in good yields.