SYNTHESIS OF BETA-SUBSTITUTED-BUTENOLIDES THROUGH THE PALLADIUM-CATALYZED REACTION OF UNSATURATED TRIFLATES AND HALIDES WITH METHYL 4-HYDROXY-2-BUTENOATE

Authors
CACCHI S CIATTINI PG MORERA E PACE P
Citation
S. Cacchi et al., SYNTHESIS OF BETA-SUBSTITUTED-BUTENOLIDES THROUGH THE PALLADIUM-CATALYZED REACTION OF UNSATURATED TRIFLATES AND HALIDES WITH METHYL 4-HYDROXY-2-BUTENOATE, Synlett, (6), 1996, pp. 545
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
6
Year of publication
1996
Database
ISI
SICI code
0936-5214(1996):6<545:SOBTTP>2.0.ZU;2-F
Abstract
The palladium-catalysed reaction of unsaturated triflates and iodides with methyl 4-hydroxy-2-butenoate in the presence of KOAc and Pd(OAc)( 2) affords beta-vinyl- and beta-aryl-butenolides through an in situ vi nylic substitution/annulation sequence. The use of KOAc proved to be s uperior both to tertiary amines and to carbonate or bicarbonate bases in the presence of n-Bu(4)NCl.