Regioselective copper-catalyzed amination of bromobenzoic acids using aliphatic and aromatic amines

…, S Liu, X Mei, AT August, MD Casimir

Index: Wolf, Christian; Liu, Shuanglong; Mei, Xuefeng; August, Adam T.; Casimir, Michael D. Journal of Organic Chemistry, 2006 , vol. 71, # 8 p. 3270 - 3273

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Citation Number: 78

Abstract

A chemo-and regioselective copper-catalyzed cross-coupling procedure for amination of 2- bromobenzoic acids is described. The method eliminates the need for acid protection and produces N-aryl and N-alkyl anthranilic acid derivatives in up to 99% yield. N-(1-Pyrene) anthranilic acid has been employed in metal ion-selective fluorosensing. Titration experiments showed that this pyrene-derived amino acid forms an equimolar complex ...