Abstract
2-Aryl-1,4-benzoquinones, that can be obtained by arylation of quinone by arenediazonium salts, regioselectively react with thiourea in acid medium to form 7-aryl-5-hydroxy-1,3-benzoxathiol-2-ones. In the presence of excess arylquinones at room temperature, 2-amino-6-hydroxybenzothiazoles are formed in the same reaction.
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Obushak, N.D., Matiichuk, V.S. & Martyak, R.L. Synthesis of Heterocycles Based on Products of Anion Arylation of Unsaturated Compounds. 5. Reaction of 2-Aryl-1,4-benzoquinones with Thiourea. Chemistry of Heterocyclic Compounds 37, 909–915 (2001). https://doi.org/10.1023/A:1012420128922
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DOI: https://doi.org/10.1023/A:1012420128922