THE PREPARATION OF SUBSTITUTED 1(2H)-ISOQUINOLINONES FROM DILITHIATED2-METHYL-N-ARYLBENZAMIDES, 2-METHYL-N-(ARYLMETHYL)-BENZAMIDES, OR 2-METHYLBENZOIC ACID, 2,2-DIMETHYLHYDRAZIDE

Authors
DAVIS SE CHURCH AC GRIFFITH CLM BEAM CF
Citation
Se. Davis et al., THE PREPARATION OF SUBSTITUTED 1(2H)-ISOQUINOLINONES FROM DILITHIATED2-METHYL-N-ARYLBENZAMIDES, 2-METHYL-N-(ARYLMETHYL)-BENZAMIDES, OR 2-METHYLBENZOIC ACID, 2,2-DIMETHYLHYDRAZIDE, Synthetic communications, 27(17), 1997, pp. 2961-2969
Citations number
48
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
27
Issue
17
Year of publication
1997
Pages
2961 - 2969
Database
ISI
SICI code
0039-7911(1997)27:17<2961:TPOS1F>2.0.ZU;2-L
Abstract
2-Methyl-N-arylbenzamides (N-aryl-ortho-toluamides), 2-methyl-N-(arylm ethyl)-benzamides (substituted benzyl, N-benzyl-ortho-toluamides), or 2-methylbenzoic acid, 2,2-dimethylhydrazide (ortho-toluic acid, N,N-di methylhydrazide), were dilithiated with excess lithium diisopropylamid e, and the resulting polyanion-type intermediates were condensed with aromatic esters followed by acid cyclization to the 3-substituted-1(2H )-isoquinolinones (isocarbostyrils).