The Journal of Organic Chemistry

Preparation of o-substituted benzoic acids by the copper (II)-catalyzed reaction of diphenyliodonium-2-carboxylate with anilines and other nucleophiles

RA Scherrer, HR Beatty

Index: Scherrer, Robert A.; Beatty, Helga R. Journal of Organic Chemistry, 1980 , vol. 45, # 11 p. 2127 - 2131

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Citation Number: 46

Abstract

Diphenyliodonium-2-carboxylate (DPIC) reacts readily in copper ion catalyzed condensations with a variety of nucleophiles to give ortho-substituted substituted benzoic acids. These reactions occur at temperatures (80-100" C) below those at which benzyne formation and other side reactions become important. The nature of the Cu (I1) catalysis appears to be different from the more common Cu (1) catalysis of diaryliodonium reactions ...