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Communication | Regular issue | Vol 60, No. 5, 2003, pp.1045-1048
Published online, 3rd March, 2003
DOI: 10.3987/COM-03-9726
A Novel Heterocumulenic Pauson-Khand Reaction of Alkynylcarbodiimides: A Facile and Efficient Synthesis of Heterocyclic Ring-fused Pyrrolinones

Takao Saito,* Masahiro Shiotani, Takashi Otani, and Satoshi Hasaba

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

Abstract

The first examples of the heterocumulenic Pauson-Khand reaction are described. Alkynylcarbodiimides undergo an intramolecular Pauson-Khand cycloaddition upon heating in the presence of Mo(CO)6 and DMSO to afford 4,5-dihydro-1H-pyrrolo[2,3-b]pyrrolin-2-ones and 1H-pyrrolo[2,3-b]indol-2-ones.