A Novel Aromatic Electrophilic Substitution: Acylation of Aromatics with Cyclic Isoimidium Salts to Yield N,N-Disubstituted β-Aroylcarboxamides

Alexandru R. Balaban; Theodor-Silviu Balaban; Gerhard V. Boyd

doi:10.1055/s-1987-28012

Synthesis 1987; 1987(6): 577-578
DOI: 10.1055/s-1987-28012

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A Novel Aromatic Electrophilic Substitution: Acylation of Aromatics with Cyclic Isoimidium Salts to Yield N,N-Disubstituted ß-Aroylcarboxamides

Alexandru R. Balaban^* , Theodor-Silviu Balaban, Gerhard V. Boyd

^*Department of Organic Chemistry, The Polytechnic Institute, Splaiul Independentei, 76206 Bucharest, Rumania

Abstract

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Cyclic isoimidium perchlorates derived from N,N-diethylphthalamic acid and the monomorpholides of succinic and maleic acid react with benezene, toluene or anisole in the presence of aluminium chloride to give the corresponding ß-aroylcarboxamides in moderate yields.

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