1,3-DIPOLAR CYCLOADDITION REACTIONS INVOLVING CAPTODATIVE OLEFINS

Citation
R. Jimenez et al., 1,3-DIPOLAR CYCLOADDITION REACTIONS INVOLVING CAPTODATIVE OLEFINS, Heterocycles, 35(2), 1993, pp. 591-598
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
35
Issue
2
Year of publication
1993
Pages
591 - 598
Database
ISI
SICI code
0385-5414(1993)35:2<591:1CRICO>2.0.ZU;2-6
Abstract
A series of arylnitrile oxides (6a-e) were reacted with captodative ol efins (4) to yield 5-acetyl-3-arylisoxazoles. No intermediate isoxazol ines were formed, the olefins thus behaved as acetylene equivalents. A plausible explanation for the observed regioselectivity in the proces s is offered as well.