Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-acylanthranilic acids and (3 R)-3-alkyl-4,1-benzoxazepines-2,5-dione upon coupling with α-chloroacids or α-bromoacids, respectively.
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Crystallographic data in this article have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication No. 946961 and 946962 for 4a and 4c respectively. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html (or from the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK; Fax: +44 1223 336033; E-mail: deposit@ccdc.cam.ac.uk). The X-ray structure was obtained by Prof. Dr. Muhammad Nawaz Tahir, Department of Physics, University of Sargodha, Sargodha, Pakistan.