Issue 19, 2003
From the journal:

Organic & Biomolecular Chemistry

Products from dehydration of dicarboxylic acids derived from anthranilic acid

Per Wiklund,a   Ivan Romeroa  and  Jan Bergman*a  

* Corresponding authors

a Unit for Organic Chemistry, Department of Biosciences, Karolinska Institute and Södertörn University College, Novum Research Park, SE-141 57 Huddinge, Sweden
E-mail: Jan.Bergman@biosci.ki.se

Abstract

Treatment of N-(carboxymethyl)-anthranilic acids 1 with several dehydrating agents, gave the cyclic ortho amides 6, or the 7-membered anhydrides 7. After reaction of N-(carboxymethyl)-anthranilic acid (1a) with acetic anhydride, a diacetylated fused diketopiperazine indole dimer (18) could be isolated. Dehydrations of 2,2′-iminobis-benzoic acid led to the corresponding cyclic ortho amides 23. The dynamic behaviour of some of these compounds, and their precursors, was studied.

Graphical abstract: Products from dehydration of dicarboxylic acids derived from anthranilic acid

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Article information

DOI
https://doi.org/10.1039/B306032B
Article type
Paper
Submitted
29 May 2003
Accepted
20 Aug 2003
First published
04 Sep 2003

Org. Biomol. Chem., 2003,1, 3396-3403

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Products from dehydration of dicarboxylic acids derived from anthranilic acid

P. Wiklund, I. Romero and J. Bergman, Org. Biomol. Chem., 2003, 1, 3396 DOI: 10.1039/B306032B

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