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Updated: Sep 16, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Synthesis of 2-Azaanthraquinones from 1,4-Oxazinone Precursors
L C Thompson1, Jonathan R Scheerer1
1Department of Chemistry, William & Mary, P.O. Box 8795, Williamsburg, Virginia 23187, United States.
Abstract:
The synthesis of 2-azaanthraquinone structures from 1,4-oxazinone precursors is described. A new method for the synthesis of 1,4-oxazinones is also reported. The key discovery is the reaction of oxazinone and quinone starting materials through a tandem cycloaddition/cycloreversion sequence and in situ oxidation to deliver azaquinone products. Insights into the reactivity and selectivity of oxazinone precursors, as well as the description of new biologically active 2-azaanthraquinones further supplement this study.
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