
%0 Journal Article
%A Banks, HJ 
%A Cameron, DW 
%A Crossley, MJ 
%A Samuel, EL 
%T Synthesis of 5,7-dihydroxynaphthoquinone derivatives and their reactions with nucleophiles: Nitration of 2,3-dimethylnaphthalene and subsequent transformations
%J Australian Journal of Chemistry
%D 1976/10/01
%V 29
%N 10
%P 2247-2256
%K 
%R https://doi.org/10.1071/CH9762247
%U https://www.publish.csiro.au/paper/CH9762247 
%X 5,7-Dihydroxy-2,3-dimethyl-l,4-naphthoquinone (5) and related compounds have been synthesized. The quinone affords an accessible substrate for studying an unusual reaction with nucleophiles, which involves attack at the 8-position, i.e. at the benzenoid ring. An unsuccessful approach to (5) has led to tri- and tetra-nitro derivatives of 2,3-dimethylnaphthalene. Reduction of the former and subsequent conversions have given aminonaphthoquinone and perimidinone derivatives. 
