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

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

Source and publish data:

Tetrahedron Letters p. 7583 - 7586 (1995)

Update date:2022-07-29

Topics:

Authors:

Zhou, Zhang-Lin

Weber, Eckard

Keana, John F. W.

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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.

Full text of DOI:10.1016/0040-4039(95)01562-V

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