Synthesis 2009(9): 1494-1498  
DOI: 10.1055/s-0028-1087997
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 4-Alkylidene-4H-3,1-benzoxazine Derivatives by Acid-Catalyzed Cyclization of 2-Isocyanophenyl Ketones in the Presence of a Vinyl Ether

Kazuhiro Kobayashi*, Yuta Okamura, Hisatoshi Konishi
Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan
Fax: +81(857)315263; e-Mail: [email protected];
Further Information

Publication History

Received 2 December 2008
Publication Date:
06 March 2009 (online)

Abstract

2-(1-Alkoxyalkyl)-4-alkylidene-4H-3,1-benzoxazines are conveniently prepared by the reaction of 1-(2-isocyanophenyl)ethanones or 1-(2-isocyanophenyl)propan-1-ones with a vinyl ether, such as 2-methoxypropene or ethyl vinyl ether, in the presence of a catalytic amount of (±)-camphor-10-sulfonic acid.

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