
TY  - JOUR
A1  - Cox, Matthew 
A1  - Dixon, Michael 
A1  - Lister, Troy 
A1  - Prager, Rolf H. 
T1  - Intramolecular Interactions in Carbenes Derived During the Pyrolysis of <emph type="3">N</emph>-Alkenylisoxazolones
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2004
VL  - 57
IS  - 5
SP  - 455
EP  - 460
KW  - 
UR  - https://doi.org/10.1071/CH03154 
N2  - Flash vacuum pyrolysis of ethyl 3-(3-methyl-5-oxo-2,5-dihydroisoxazole-2-yl)-3-phenylpropenoate yields 4-ethoxy-3-hydroxy-2-methyl-5-phenylpyridine in addition to the expected pyrrole. The structure assignment is based on two-dimensional NMR and computational evidence. The pyrolysis of the corresponding dimethyl amide gives a mixture of three 3-hydroxypyridines, in addition to the pyrrole. Evidence is presented for the formation of intermediate 1,4-oxazepines by a six-electron electrocyclic reaction of a carbene with ester or amide carbonyl groups. 
ER  -

