Ring transformations of bicyclic cycloalka[d]- to the isomeric cycloalka[c]isothiazolium salts and their oxidation to omega-(2-aryl-1,1,3-trioxo-2,3-dihydro-1H-isothiazol-4-yl)-alkanoic acids

Authors
Noack, A Rohlig, I Schulze, B
Citation
A. Noack et al., Ring transformations of bicyclic cycloalka[d]- to the isomeric cycloalka[c]isothiazolium salts and their oxidation to omega-(2-aryl-1,1,3-trioxo-2,3-dihydro-1H-isothiazol-4-yl)-alkanoic acids, J PRAK CHEM, 342(7), 2000, pp. 675-681
Citations number
12
Categorie Soggetti
Chemistry
Journal title
JOURNAL FUR PRAKTISCHE CHEMIE-PRACTICAL APPLICATIONS AND APPLIED CHEMISTRY
ISSN journal
14369966 → ACNP
Volume
342
Issue
7
Year of publication
2000
Pages
675 - 681
Database
ISI
SICI code
1436-9966(2000)342:7<675:RTOBCT>2.0.ZU;2-N
Abstract
The synthesis of tetrahydro-2,1-benzisothiazolium salts 8 and cyclohepta[c] isothiazolium salts 11 by ring transformation of bicyclic isothiazolium pe rchlorates 2, 3 is described and the by-products 9, 10 and 12 are character ized. Oxidation of the bicyclic salts 8 and 11 results in a new route to ob tain-omega>(*) over bar * (2-aryl-1,1,3-trioxo-2,3-dihydro-1H-isothiazol-4- yl)-alkanoic acids 17 and 18 by Criegee-type-rearrangement.