
%0 Journal Article
%A Russell, RA 
%A Longmore, RW 
%A Warrener, RN 
%T Anodic-Oxidation Products of 2',5'-Dimethoxyacetanilide Derivatives, and Their Application to the Synthesis of Aminoanthraquinones
%J Australian Journal of Chemistry
%D 1991/12/01
%V 44
%N 12
%P 1691-1704
%K 
%R https://doi.org/10.1071/CH9911691
%U https://www.publish.csiro.au/paper/CH9911691 
%X Anodic oxidation of simple 2&#8242;,5&#8242;-dimethoxyacetanilides proceeds under mildly basic conditions to afford either monomeric or dimeric quinone bisacetals, depending on the structure of the substrate. Similarly, the oxidation of linked derivatives of 2&#8242;,5&#8242;-dimethoxyacetanilides is shown to exhibit a comparable sensitivity, with non-alkylated amides being efficiently converted into bis(quinone bisacetals). The regiospecificity of acetal hydrolysis for both simple and linked quinone bisacetals is shown to be dependent upon the nature of the N-acyl group. The annelation of these hydrolysis products with the anion of 3-cyanophthalide to yield (acylamino)anthraquinones is also reported. 
