A synthesis of [1,5]-benzodiazocines
Abstract
Methyl trans-2-(N-methyl-2,3-epoxy-3′-phenylpropionylamido)benzoate was prepared by a Darzen′s reaction and with methylamine furnished a 3-hydroxy-[1,5]-benzodiazocine-2,6-dione. Conversion to the toluene-p-sulphonate and subsequent base-catalysed elimination afforded the corresponding 3,4-ene-2,6-dione. The structures of the products were established by n.m.r. spectroscopy.