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Communication | Special issue | Vol 59, No. 2, 2003, pp.453-457
Published online, 1st January, 1970
DOI: 10.3987/COM-02-S53
A Facile and Direct Synthesis of Isoquinolone Derivatives from Allenes: Intramolecular Carbopalladation of Allenes Followed by Amidations

Kazuhiro Watanabe and Kunio Hiroi*

*Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan

Abstract

A new efficient synthesis of isoquinolone skeletons by nucleophilic substitution through intramolecular carbopalladation with the assistance of a catalytic amount of Pd(OAc)2 was developed. Palladium-catalyzed cyclization of (o-iodobenzamidoalkyl)allene compounds afforded the corresponding isoquinolone derivatives in good yields.