CONDENSATION OF 2-AMINO-5-CHLOROBENZOXAZOLE WITH ALPHA-BROMOKETONES -A MECHANISTIC STUDY

Authors
ROY PJ LANDRY K LEBLANC Y LI C TSOU N
Citation
Pj. Roy et al., CONDENSATION OF 2-AMINO-5-CHLOROBENZOXAZOLE WITH ALPHA-BROMOKETONES -A MECHANISTIC STUDY, Heterocycles, 45(11), 1997, pp. 2239-2246
Citations number
7
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
45
Issue
11
Year of publication
1997
Pages
2239 - 2246
Database
ISI
SICI code
0385-5414(1997)45:11<2239:CO2WA->2.0.ZU;2-7
Abstract
The condensation of 2-aminobenzothiazoles with alpha-bromo ketones pro duces the fused imidazothiazole (2) whereas the analogous reaction wit h 2-aminobenzoxazoles gives the unexpected carbamate (10) or the fused imidazooxazole (13), depending on the nature of the starting material s. Isotope labelling studies as well as a proposed mechanism will be d iscussed.