{"title":"One-Pot, Multicomponent Synthesis of 1,3-Oxazin-One and Evaluation of Their Potential Antioxidant Activities","authors":"Phitovili Sumi, Betokali K. Zhimomi, Manthae Phom, Khonzani Yanthan, Putusenla Imchen, Shokip Tumtin, Toka Swu, Tovishe Phucho","doi":"10.1002/jhet.4933","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>The synthesis of 1,3-oxazines from 2-naphthol, benzaldehyde, and urea is reported using a simple and efficient microwave-assisted protocol. SiO<sub>2</sub>-ZnCl<sub>2</sub> is employed for the first time to synthesize a library of 10 oxazin-3-one compounds, out of which five derivatives are novel. In 30–60 s the products were obtained with simplified work-up, the yield and purity were enhanced, and the reaction time was reduced with the use of microwave assistance. The synthesized oxazines were characterized and evaluated for their in vitro antioxidant properties. The results demonstrated a significant and effective presence of antioxidant capabilities. The compound 1-(4-hydroxy-3-methoxyphenyl)-1,2-dihydro-3<i>H</i>-naphtho[1,2-<i>e</i>][1,3]oxazin-3-one, containing hydroxy and methoxy groups, revealed superior antioxidant activity.</p>\n </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"62 2","pages":"209-218"},"PeriodicalIF":2.0000,"publicationDate":"2024-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Heterocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/jhet.4933","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
The synthesis of 1,3-oxazines from 2-naphthol, benzaldehyde, and urea is reported using a simple and efficient microwave-assisted protocol. SiO2-ZnCl2 is employed for the first time to synthesize a library of 10 oxazin-3-one compounds, out of which five derivatives are novel. In 30–60 s the products were obtained with simplified work-up, the yield and purity were enhanced, and the reaction time was reduced with the use of microwave assistance. The synthesized oxazines were characterized and evaluated for their in vitro antioxidant properties. The results demonstrated a significant and effective presence of antioxidant capabilities. The compound 1-(4-hydroxy-3-methoxyphenyl)-1,2-dihydro-3H-naphtho[1,2-e][1,3]oxazin-3-one, containing hydroxy and methoxy groups, revealed superior antioxidant activity.
期刊介绍：
The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
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