
TY  - JOUR
A1  - Russell, RA 
A1  - Longmore, RW 
A1  - Warrener, RN 
T1  - Anodic-Oxidation Products of 2',5'-Dimethoxyacetanilide Derivatives, and Their Application to the Synthesis of Aminoanthraquinones
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1991
VL  - 44
IS  - 12
SP  - 1691
EP  - 1704
KW  - 
UR  - https://doi.org/10.1071/CH9911691 
N2  - 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. 
ER  -

