Issue 8, 2003
From the journal:

Organic & Biomolecular Chemistry

Novel preparation of 2,1-benzothiazine derivatives from sulfonamides with [hydroxy(tosyloxy)iodo]arenes

Yuhta Misua  and  Hideo Togo*ab  

* Corresponding authors

a Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan

b Department of Chemistry, Faculty of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan
E-mail: togo@scichem.s.chiba-u.ac.jp

Abstract

Cyclization of sulfonamides bearing an aromatic ring at the β-position with various organohypervalent iodine compounds was carried out to form the corresponding 2,1-benzothiazine derivatives. Among them, the cyclization effectively proceeded with [hydroxy(tosyloxy)iodo]arenes through ionic pathways. The same treatment of a sulfonamide bearing a 4-methoxyphenyl group at the β-position generated a spiro compound.

Graphical abstract: Novel preparation of 2,1-benzothiazine derivatives from sulfonamides with [hydroxy(tosyloxy)iodo]arenes

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Article information

DOI
https://doi.org/10.1039/B301330H
Article type
Paper
Submitted
03 Feb 2003
Accepted
21 Feb 2003
First published
18 Mar 2003

Org. Biomol. Chem., 2003,1, 1342-1346

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Novel preparation of 2,1-benzothiazine derivatives from sulfonamides with [hydroxy(tosyloxy)iodo]arenes

Y. Misu and H. Togo, Org. Biomol. Chem., 2003, 1, 1342 DOI: 10.1039/B301330H

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