Convenient synthesis of 1,2-benzisothiazol-3(2H)-ones by cyclization reaction of acyl azide

Citation
T. Chiyoda et al., Convenient synthesis of 1,2-benzisothiazol-3(2H)-ones by cyclization reaction of acyl azide, SYNLETT, (10), 2000, pp. 1427-1428
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
10
Year of publication
2000
Pages
1427 - 1428
Database
ISI
SICI code
0936-5214(200010):10<1427:CSO1BC>2.0.ZU;2-J
Abstract
1,2-Benzisothiazol-3(2H)-one was synthesized by treatment of 2-mercaptobenz oic acid with diphenyl phosphoryl azide, followed by cyclization of the res ulting acyl azide at low temperature, where Curtius rearrangement did not o ccur. 5-Amino-1,2-benzisothiazol-3(2H)-one was similarly synthesized in one pot from 4-mercaptoisophthalic acid.