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Communication | Special issue | Vol 52, No. 1, 2000, pp.85-89
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S17
Palladium-catalyzed Ring Expansion of Hydroxy Methoxyallenylphthalans as a Novel Synthetic Method for Highly Substituted 4-Isochromanone Derivatives

Ill-Yun Jeong, Motoo Shiro, and Yoshimitsu Nagao*

*Faculty of Pharmaceutical Sciences, University of Tokushima, Sho-machi, Tokushima 770-8505, Japan


The palladium(0)-catalyzed ring expansion reaction using hydroxy methoxyallenylphthalans (3) proceeded smoothly to give highly substituted 4-isochromanone derivatives (4), and treatment of commercially available phthalide (5) with lithium methoxyallene furnished two atom ring-expanded endo-benzoxepin-5-one (8).