Welcome to my homepage - Wolfgang Stadlbauer












76. Thermal Cyclization of 3-Acyl-4-azidopyridines to Isoxazolo[4,3-c]pyridines
W. Stadlbauer, W. Fiala, M. Fischer, G. Hojas, J. Prakt. Chem - Chem. Ztg, 342 (2000) 33-39

Abstract: 4-Azidopyridines such as 3-acetyl-4-azido-2-pyridones 3 or 4-azido-3-ethoxycarbonylpyridine 7 with reactive ortho-acylsubstituents were obtained from the 4-hydroxy-2-pyridones 1, resp. 5 via 4-tosyloxy-2-pyridones 2 or the 2,4-dichloropyridine 6. DSC-assisted thermolysis of the azides 3 and 7 resulted in electrocyclization and elimination of nitrogen to the isoxazolo[4,3-c]pyridines 4 and 8.


Reprint as pdf-file on request


abstract scheme