CYANIDE MEDIATED DECARBOXYLATION OF 1-SUBSTITUTED-4-OXOQUINOLINE AND 4-ORO-1,8-NAPHTHYRIDINE-3-CARBOXYLIC ACIDS

Authors
REUMAN M EISSENSTAT MA WEAVER JD
Citation
M. Reuman et al., CYANIDE MEDIATED DECARBOXYLATION OF 1-SUBSTITUTED-4-OXOQUINOLINE AND 4-ORO-1,8-NAPHTHYRIDINE-3-CARBOXYLIC ACIDS, Tetrahedron letters, 35(45), 1994, pp. 8303-8306
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
45
Year of publication
1994
Pages
8303 - 8306
Database
ISI
SICI code
0040-4039(1994)35:45<8303:CMDO1A>2.0.ZU;2-J
Abstract
Electron deficient 3-quinolinecarboxylic acids undergo ready decarboxy lation in the presence of cyanide ion. This reaction most likely requi res the addition of CN- to the 2-position of the quinoline (or naphthy ridine) nucleus to provide a beta-keto acid intermediate that rapidly decarboxylates to give the 3-H substituted product.