Acetoxylation of 6,7-dialkoxy-substituted 1,4-dihydroquinoxaline-2,3-diones (QXs) using fuming nitric acid in acetic acid: A facile synthesis of 5-acyloxy-6,7-dialkoxy QXs

Article abstract of DOI:10.1016/0040-4039(95)01562-V

Treatment of 6,7-dialkoxy-1,4-dihydroquinoxaline-2,3-diones 3 with fuming nitric acid in acetic acid at 25°C resulted in an acetoxylation reaction, giving 5-acetoxy-6,7-dialkoxy-1,4-dihydroquinoxaline-2,3-diones 4 in moderate yields. A mechanism involving ipso attack of nitronium ion as the first step is proposed.