A convenient method for the preparation of 4-hydroxy-2-methyl-1-oxo-1,2-dihydroisoquinoline-3-carboxylic acid derivatives | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

5175477

Reference Type

Journal Article

Title

A convenient method for the preparation of 4-hydroxy-2-methyl-1-oxo-1,2-dihydroisoquinoline-3-carboxylic acid derivatives

Author(s)

Blanco, MM; Shmidt, MS; Schapira, CB; Perillo, IA

Year

2006

Is Peer Reviewed?

Journal

Synthesis
ISSN: 0039-7881
EISSN: 1437-210X

Issue

Page Numbers

1971-1974

Language

English

DOI

10.1055/s-2006-942402

Web of Science Id

WOS:000238841100011

URL

http://://CCC:000238841100011http://www.thieme.de
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Abstract

An improved method for the synthesis of 4-hydroxy-2methyl-1-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.

Keywords

Chemistry; Polymer Science; heterocycles, isoquinolinones, cyclization, lactams, enols; isocyano compounds