A convenient one-pot synthesis of 5-carboxyisoxazoles: trichloromethyl group as a carboxyl group precursor

Authors
Martins, MAP Flores, AFC Bastos, GP Sinhorin, A Bonacorso, HG Zanatta, N
Citation
Map. Martins et al., A convenient one-pot synthesis of 5-carboxyisoxazoles: trichloromethyl group as a carboxyl group precursor, TETRAHEDR L, 41(3), 2000, pp. 293-297
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
3
Year of publication
2000
Pages
293 - 297
Database
ISI
SICI code
0040-4039(20000115)41:3<293:ACOSO5>2.0.ZU;2-S
Abstract
The one-pot synthesis of ten 5-carboxyisoxazoles from the cyclocondensation of beta-alkoxyvinyl trichloromethyl ketones [CCl3C(O)C(R-2)=C(R-1)OR, wher e R-1, R-2=H, Me and R=Me, Et] and 2-trichloroacetyl cyclohexanone with hyd roxylamine is reported. This work shows that the trichloromethyl group atta ched to beta-alkoxyvinyl trichloromethyl ketones (a heterocyclic CCC buildi ng block) is an excellent carboxyl group precursor. (C) 2000 Elsevier Scien ce Ltd. All rights reserved.