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Synthesis 2004(13): 2103-2106  
DOI: 10.1055/s-2004-829200
PAPER
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed One-Step Preparation of Novel Tricyclic Phenoxazine, Phenazine, and Dioxine Derivatives

Shinji Tanimori*, Yoshihiro Kato, Mitsunori Kirihata
Department of Applied Biochemistry, Graduate School of Agriculture and Life Sciences, Osaka Prefecture University, 1-1 Gakuen-cho, Sakai, Osaka 599-8531, Japan
Fax: +81(72)2549918; e-Mail: tanimori@biochem.osakafu-u.ac.jp;
Further Information

Publication History

Received 19 April 2004
Publication Date:
13 August 2004 (online)

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Abstract

Reaction of cyclic meso allylic diacetates 5 and 6 with various 2-aminophenols, benzene-1,2-diamine, and benzene-1,2-diol in the presence of a palladium-phosphine catalyst gave novel phenoxazine, phenazine, and dioxine derivatives 7, 11, and 12 in moderate to excellent yields.

Key words

tandem reaction - palladium catalyst - allylic substitution - phenoxazine - meso compound

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