Products from dehydration of dicarboxylic acids derived from anthranilic acid.
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.
Wiklund
Per
P
Unit for Organic Chemistry, Department of Biosciences, Karolinska Institute and Södertörn University College, Novum Research Park, SE-141 57 Huddinge, Sweden.
Romero
Ivan
I
Bergman
Jan
J