OZONOLYSIS OF AZOLES AND ITS APPLICATION TO ORGANIC-SYNTHESIS

Citation
C. Kashima et al., OZONOLYSIS OF AZOLES AND ITS APPLICATION TO ORGANIC-SYNTHESIS, Reviews on heteroatom chemistry, 16, 1997, pp. 197-212
Citations number
23
Categorie Soggetti
Chemistry
ISSN journal
09156151
Volume
16
Year of publication
1997
Pages
197 - 212
Database
ISI
SICI code
0915-6151(1997)16:<197:OOAAIA>2.0.ZU;2-6
Abstract
Our recent studies concerning the ozonolysis of various azoles are rev iewed in this paper. In spite of their remarkable stabilities under ac idic, basic, oxidative and/or reductive conditions due to their aromat icity, azoles are especially labile toward ozone. The reaction product s and the mechanisms of the ozonolysis of pyrroles, oxazoles, and imid azoles are summarized. Moreover, the ozonolysis of azoles is described in view of its use in the protection-deprotection of functional group s. In particular, the ozonolysis of pyrroles and oxazoles during pepti de synthesis is illustrated.