Please login first
Isomeric Isoxazolopyridinones: Synthesis, Tautomerism and Molecular Orbital Calculation.
* 1 , * 1 , * 2
1  Institute of Pharmaceutical Chemistry, Schubertstr. 1, Karl-Franzens University Graz, A-8010 Graz, Austria
2  Institute of Organic Chemistry, Heinrichstr. 28 Karl-Franzens University Graz, A-8010 Graz, Austria

Abstract: Depending on the substituent at C-4 (OH or MeNH) 3-acyl-5,6-dihydropyridinones 1 and 2 react with hydroxylamine to give either isoxazolo[5,4-c]pyridinone 3 and isoxazolo[4,3-c]pyridinone 4, respectively. The tautomeric equilibria of 1 and 2 are investigated by means of NMR spectroscopy and density functional calculations. The mechanisms of formation of 3 and 4 are interpreted with the aid of semiempirical molecular orbital calculations.
Keywords: n/a