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Paper | Regular issue | Vol 55, No. 9, 2001, pp.1779-1788
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9296
Reaction of Methyl 2-Arylethylcarbamates with Thionyl Chloride: Formation of Benzothiazine and Benzo[b]thiophene Ring Systems

Kunihiko Mohri,* Yuki Yoshida, Takako Awano, Yoshiaki Takeuchi, and Kimiaki Isobe

*Showa Pharmaceutical University, 3-3165, Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan

Abstract

The reaction of methyl 2-arylethylcarbamates with thionyl chloride induced a sulfur mediated ring closure to form benzothiazine and benzo[b]thiophene ring systems with concomitant chlorination of the aromatic ring.