A NOVEL DECARBONYLATION OF HETEROCYCLIC PYRUVIC-ACID DERIVATIVES USING SODIUM PERBORATE

Authors
RAMSDEN CA SARGENT BJ WALLETT CD
Citation
Ca. Ramsden et al., A NOVEL DECARBONYLATION OF HETEROCYCLIC PYRUVIC-ACID DERIVATIVES USING SODIUM PERBORATE, Tetrahedron letters, 37(11), 1996, pp. 1901-1904
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
11
Year of publication
1996
Pages
1901 - 1904
Database
ISI
SICI code
0040-4039(1996)37:11<1901:ANDOHP>2.0.ZU;2-I
Abstract
Decarbonylation of imidazo-2-yl and pyrid-2-ylpyruvic acids giving the corresponding acetic acids has been achieved using aqueous sodium per borate at room temperature. It is proposed that intramolecular hydroge n bonding, which inhibits conventional decarbonylation, facilitates ep oxidation and subsequent decarboxylation of the enol tautomers.