New route to  N ‐aryl and  N ‐heteroaryl derivatives of 4‐hydroxy‐3‐quinolinecarboxamides | Zendy

Clémence François | Zendy; Le Martret Odile | Zendy; Collard Jeannine | Zendy

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New route to N ‐aryl and N ‐heteroaryl derivatives of 4‐hydroxy‐3‐quinolinecarboxamides

Author(s) -

Clémence François,

Le Martret Odile,

Collard Jeannine

Publication year - 1984

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.5570210520

Subject(s) - chemistry , aryl , medicinal chemistry , combinatorial chemistry , organic chemistry , alkyl

The synthesis of N ‐aryl and N ‐heteroaryl substituted 4‐hydroxy‐3‐quinolinecarboxamides 1 is described. The attack of dianions 12 of N ‐aryl substituted acetamides on the C‐4 carbonyl of 4 H ‐3,1‐benzoxazin‐4‐ones 11 gave rise to ketoamides 13 , which smoothly cyclised in the presence of bases to afford quinolinecarboxamides 1 . By this method, a large number of 2‐substituted 4‐hydroxyquinolinecarboxamides can be prepared.

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