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Issue 8, 2003
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Novel preparation of 2,1-benzothiazine derivatives from sulfonamides with [hydroxy(tosyloxy)iodo]arenes

Yuhta Misua  and  Hideo Togo*ab 
Author affiliations

* Corresponding authors

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

b Department of Chemistry, Faculty of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, 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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Publication details

The article was received on 03 Feb 2003, accepted on 21 Feb 2003 and first published on 18 Mar 2003


Article type: Paper
DOI: 10.1039/B301330H
Citation: 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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