J. Am. Chem. Soc., 130 (19), 60586059, 2008. 10.1021/ja7114426
Web Release Date: April 16, 2008

Copyright © 2008 American Chemical Society

Nickel-Catalyzed Decarbonylative Addition of Phthalimides to Alkynes

Yuichi Kajita, Seijiro Matsubara,* and Takuya Kurahashi*

Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan

matsubar@orgrxn.mbox.media.kyoto-u.ac.jp; tkuraha@orgrxn.mbox.media.kyoto-u.ac.jp

Received December 28, 2007

Abstract:

An intermolecular nickel-catalyzed addition reaction has been developed where N-arylphthalimides react with alkynes to afford substituted isoquinolones. A mechanistic rationale is proposed, implying nucleophilic attack of Ni(0) to an amide as the primary step of the catalytic cycle.

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