Syntheses of 6‐fluoro‐7‐piperazin‐1‐yl‐9‐cyclopropyl‐2,3,4,9‐tetrahydroisothiazolo[5,4‐ b ]quinoline‐3,4‐dione and 6‐fluoro‐7‐piperazin‐1‐yl‐9‐ p ‐fluorophenyl‐2,3,4,9‐tetrahydroisothiazolo[5,4‐ b ]quinoline‐3,4‐dione | Zendy

Chu Daniel T. W. | Zendy

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Syntheses of 6‐fluoro‐7‐piperazin‐1‐yl‐9‐cyclopropyl‐2,3,4,9‐tetrahydroisothiazolo[5,4‐ b ]quinoline‐3,4‐dione and 6‐fluoro‐7‐piperazin‐1‐yl‐9‐ p ‐fluorophenyl‐2,3,4,9‐tetrahydroisothiazolo[5,4‐ b ]quinoline‐3,4‐dione

Author(s) -

Chu Daniel T. W.

Publication year - 1990

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.5570270404

Subject(s) - chemistry , quinoline , derivative (finance) , amination , intramolecular force , stereochemistry , nucleophile , piperazine , medicinal chemistry , organic chemistry , financial economics , economics , catalysis

The syntheses of 6‐fluoro‐7‐piperazin‐1‐yl‐9‐cyclopropyl (or 9‐ p ‐fluorophenyl)‐2,3,4,9‐tetrahydroisothiazolo[5,4‐ b ]quinoline‐3,4‐diones as well as novel synthesis of isothiazolo‐3(2 H )‐one system are described. Key steps include the regiospecific displacement of a sulfinyl group and the amination of the resultant mercapto derivative followed by an intramolecular nucleophilic displacement cyclization reaction to generate the novel 2,3,4,9‐tetrahydroisothiazolo[5,4‐ b ]quinoline‐3,4‐dione nucleus.

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