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DOI: 10.1055/a-2716-3047
Sulfur-Mediated Synthesis of 2-Aryl-4(3H)-quinazolinones from 2-Aminobenzamides and Aryl Alcohols via KO t Bu-promoted Oxidative Condensation
Authors
Funding Information This research is funded by Vietnam National Foundation for Science and Technology Development (NAFOSTED) under grant number 104.01-2020.49.
Abstract
Here, we report a simple protocol for the oxidative cyclization of 2-aryl-4(3H)-quinazolinones from 2-aminobenzamides and aryl alcohols promoted by KO t Bu, with S8/DMSO as the oxidant. This reaction has advantages such as easy-to-find starting materials, stability, and can be carried out under simple heating conditions without requiring transition metal catalysts, and is scalable. This method shows good tolerance to functional groups, including halogen, methoxy, and trifluoromethyl groups, as well as heterocyclic rings such as thiophene and pyridine in moderate to high yields (up to 92% yield). Furthermore, control experiments showed that the key step of this reaction involves the dehydrogenation of benzyl alcohol by an active sulfur species to the benzaldehyde intermediate, followed by oxidative condensation with 2-aminobenzamide.
Keywords
Sulfur - Quinazolinones - 2-Aminobenzamides - Aryl alcohols - Potassium tert-butoxide - Oxidative condensationSupplementary Material
- Supporting information for this article is available online at https://doi.org/10.1055/a-2716-3047.
- Supplementary Material (PDF) (opens in new window)
Publication History
Received: 22 September 2025
Accepted: 30 September 2025
Article published online:
18 November 2025
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