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

摘要

2-Methyl-N-arylbenzamides (N-aryl-ortho-toluamides), 2-methyl-N-(arylmethyl)-benzamides (substituted benzyl, N-benzyl-ortho-toluamides), or 2-methylbenzoic acid, 2,2-dimethylhydrazide (ortho-toluic acid, N,N-dimethylhydrazide), were dilithiated with excess lithium diisopropylamide, and the resulting polyanion-type intermediates were condensed with aromatic esters followed by acid cyclization to the 3-substituted-1(2H)-isoquinolinones (isocarbostyrils). [References: 49]