J. Guillaumel, N. Boccara, P. Demerseman
Sep 4, 1990
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ChemInform
Abstract
The alkaline hydrolysis of 2-(2-benzofuranyl) benzonitriles by potassium hydroxide under reflux in ethanol stops at the corresponding amides (I). Using other solvents (ethylene glycol or methoxyethanol) at higher temperatures, one can obtain either the amides I, the acids or rearrangement products depending on the experimental conditions. The rearrangement products were identified as (Z)-phenylmethylenedihydroisoindolinones (II) resulting from opening of the furan ring. The structures of the compounds II were established by 1 H nmr spectroscopy (nOe) and X-ray crystallography