M. Blanco, M. S. Shmidt, C. Schapira
Jun 1, 2006
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Journal
Synthesis
Abstract
An improved method for the synthesis of 4-hydroxy-2-methyl-l-oxo-1,2-dihydroisoquinoline-3-carboxylic acid derivatives is described. The synthetic route involves initial phthalic anhydride aminolysis with alkylaminoacetic acid derivatives, further esterification with diazomethane and final heterocyclization of the phthalamic ester intermediates by alkoxide-induced Dieckmann condensation. The best yields are reached for esters and N,N-disubstituted carboxamides.