📝 Abstract
An exceedingly facile protocol to the hetero-annulation of face ‘d’ of benzazepinone with quinoline nucleus has been developed. The synthesis proceeded with the formation of the key intermediate 7-fluoro-benzazepin-2,5-dione (2) which resulted from the acylation of p-fluoroaniline with succinyl chloride followed by treatment with PPA. Compound 2 underwent a very smooth Pfitzinger reaction with isatin to furnish the acid 3, the hydrazide of which reacted rapidly with reagents indicated in (Scheme 1-2) to afford the corresponding oxadiazole, triazole and pyrazole incorporated analogues 5-9 respectively in acceptable yields.
🏷️ Keywords
7-Fluoro-34-dihydro-1H-benzo[b]azepin-25-dione2-fluoro-quinolino-[23-d]-1H-benzazepin-6-oxo-8-carboxylic acidPfitzinger reaction.
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Citation
Aditi, Navjeet Kaur* and Dharma Kishore.
(2023).
A facile synthesis of face ‘d’ quinolino annulated benzazepinone analogues with its quinoline framework appended to oxadiazole, triazole and pyrazole heterocycles.
Cithara Journal, 63(4).
ISSN: 0009-7527