
TY  - JOUR
A1  - Singh, Y 
A1  - Prager, RH 
T1  - The Chemistry of 5-Oxodihydroisoxazoles. II. Photolysis and Pyrolysis of 2-(Isoquinolin-1-yl)-3-methyl-5-oxo-2,5-dihydroisoxazole-4-carboxylate
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1992
VL  - 45
IS  - 11
SP  - 1811
EP  - 1823
KW  - 
UR  - https://doi.org/10.1071/CH9921811 
N2  - 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. 
ER  -

