A convenient strategy for the synthesis of 4,5-bis(o-haloaryl)isoxazoles

Authors
Olivera, R SanMartin, R Dominguez, E Solans, X Urtiaga, MK Arriortua, MI
Citation
R. Olivera et al., A convenient strategy for the synthesis of 4,5-bis(o-haloaryl)isoxazoles, J ORG CHEM, 65(20), 2000, pp. 6398-6411
Citations number
62
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
20
Year of publication
2000
Pages
6398 - 6411
Database
ISI
SICI code
0022-3263(20001006)65:20<6398:ACSFTS>2.0.ZU;2-M
Abstract
A series of new 1,2-bis(o-haloaryl)ethanones is efficiently prepared and ap plied to the synthesis of 4,5-bis(o-haloaryl)isoxazoles. Is elation of inte rmedate hydroxyisoxazolines, which are structurally examined, provides a de finitive proof for a heterocyclization mechanism based on an amine exchange process. The isolation and X-ray crystallographic studies of significant s ide products such as benzamides and triarylpropionitriles are also describe d.