RING TRANSFORMATIONS OF 4,5-DISUBSTITUTED TO THE ISOMERIC 3,4-DISUBSTITUTED ISOTHIAZOLIUM SALTS AND THEIR OXIDATION TO 1,1-DIOXIDES

Citation
A. Noack et al., RING TRANSFORMATIONS OF 4,5-DISUBSTITUTED TO THE ISOMERIC 3,4-DISUBSTITUTED ISOTHIAZOLIUM SALTS AND THEIR OXIDATION TO 1,1-DIOXIDES, Journal fur praktische Chemie, Chemiker-Zeitung, 340(4), 1998, pp. 361-366
Citations number
14
Categorie Soggetti
Chemistry,"Chemistry Applied
ISSN journal
09411216
Volume
340
Issue
4
Year of publication
1998
Pages
361 - 366
Database
ISI
SICI code
0941-1216(1998)340:4<361:RTO4TT>2.0.ZU;2-Z
Abstract
4,5-Disubstituted N-phenyl-isothiazolium salts 1 with active 5-methyl group react under the influence of anilines to form 3,4-disubstituted isothiazolium salts 3. The influence of donor and acceptor substituent s in the 2-phenyl group of 1a-h and in the anilines 2 on the ring tran sformation were studied. The structure of the new salts was confirmed by X-ray analysis. The 3-hydroperoxy-2,3-dihydro-isothiazole 1,1-dioxi des (12a,d)and the isothiazole-3(2H) -one 1,1-dioxides (14a,d) are obt ained by oxidation of salts 3 with H2O2.