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Paper | Regular issue | Vol 43, No. 9, 1996, pp.1911-1922
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7510
N-Substituted 5,5-Dimethyl-2,5-dihydro-4H-isoindol-4-ones: Synthesis and NMR-Investigation

Helmut Spreitzer*, Wolfgang Holzer, Gunther Fülep and Christiane Puschmann

*Institute of Pharmaceutical Chemistry, University of Vienna, Althanstrasse14, A-1090 Vienna, Austria

Abstract

The synthesis of novel N-substituted 5,5-dimethyl-2,5-dihydro-4H-isoindol-4-ones by reaction of 5,5-dimethyl-2,5-dihydro-4H-isoindol-4-ones (1) with appropriate electrophiles (methyl iodide, 3,3-dimethylallyl bromide, 2-N,N-dimethylethyl chloride, ethyl 3-bromopropionate, benzoyl chloride, N,N-dimethylchloroformate, phenyl chloroformate) is described. Moreover,detailed nmr spectroscopic studies (1H, 13C) with the title compounds are presented.