
TY  - JOUR
A1  - Candeloro, V 
A1  - Bowie, JH 
T1  - 1H-1-Benzazepines. The reactions of laevulinic acid and &#946;-benzoylpropionic acid with aniline and methoxyanilines
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1978
VL  - 31
IS  - 9
SP  - 2031
EP  - 2037
KW  - 
UR  - https://doi.org/10.1071/CH9782031 
N2  - Treatment of laevulinic acid with aniline yields 5-methyl-2,3-dihydro- 1H-1-benzazepin-2-one and 5-(2-methyl-5-oxo-1-phenylpyrrolidin-2-yl)-4- oxo-N-phenylpentanamide In contrast, the reaction between &#946;- benzoylpropionic acid and aniline yields 4-(2-oxo-1,5-diphenyl-2,3- dihydropyrrol-3-ylidene)-N,4-diphenylbutanamide, whose structure is confirmed by an independent synthesis. The yield of the latter type of reaction is enhanced if p-methoxyaniline is used, whereas the desired benzazepine is obtained if m-methoxyaniline is utilized. For example, the reaction between &#946;-benzoyl-propionic acid and m-methoxyaniline yields 8-methoxy-5-phenyl-2,3-dihydro-1H-1-benzazepine-2-one as the major cyclized product. 
ER  -

