Y. Singh, R. Prager
1992
Citations
0
Influential Citations
20
Citations
Journal
Australian Journal of Chemistry
Abstract
Photolysis of ethyl 2-( isoquinolin-1-yl )-3-methyl-5-oxo-2,5-dihydroisoxazole-4-carbolate occurs by two pathways. The major pathway involves the loss of CO2 to form an imino carbene which may cyclize to form the expected (6) or rearranged (8) imidazo[2,1-a] isoquinolines or react with nucleophiles and recyclize to form the 4-oxopyrimido[2,1-a]isoquinolines. The minor pathway involves electrocyclic ring opening of the isoxazolone and ring closure with or without loss of CO. Pyrolysis leads predominantly to an imino carbene which reacts intramolecularly to give (6) or undergoes insertion into CH bonds.