Synthesis of some novel 7‐substituted quinolonecarboxylic acids  via  nitroso and nitrone cycloadditions | Zendy

Ziegler Carl B. | Zendy; Bitha Panayota | Zendy; Lin YangI | Zendy

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Synthesis of some novel 7‐substituted quinolonecarboxylic acids via nitroso and nitrone cycloadditions

Author(s) -

Ziegler Carl B.,

Bitha Panayota,

Lin YangI

Publication year - 1988

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570250304

Subject(s) - nitrone , chemistry , cycloaddition , nitroso , methylene , nitroso compounds , medicinal chemistry , organic chemistry , catalysis

1‐Ethyl‐6‐fluoro‐7‐hydroxylamino‐1,4‐dihydro‐4‐oxoquinoline‐3‐carboxylic acid 7 can be either oxidized to the corresponding nitroso intermediate 8 or converted to the methylene nitrone 9. Both intermediates form cycloaddition products with selected dienes and olefins respectively. Also, the preparation of 1‐ethyl‐6‐fluoro‐7‐(hexahydro‐2‐methyl‐5 H ‐pyrrolo[3,4‐ d ]isoxazol‐5‐yl)‐3‐quinolinecarboxylic acid 5 via a nitrone cycloaddition is presented.

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