{"title":"Halogenoheterocyclization of terminal and internal 2-allylthio-3-methyl(phenyl)-7-trifluoromethylquinazolin-4-ones","authors":"Diana Kut , Mykola Kut , Oleg Svalyavin , Mikhajlo Onysko , Vasil Lendel","doi":"10.1080/10426507.2022.2085275","DOIUrl":null,"url":null,"abstract":"<div><p>The regioselectivity of halogenation of terminal and internal thioethers of 7-(trifluoromethyl)quinazolin-4(3<em>H</em>)-ones was investigated. It is proven that the direction of halocyclization of allyl thioethers depends on the presence of a substituent at the terminal carbon atom of the allyl moiety. The cyclization of allyl, methallyl and prenyl thioethers leads to the annulation of thiazole cycle with the formation of thiazolo[3,2-<em>a</em>]quinazolinium trihalides while cyclization of cinnamyl thioether forms thiazino[3,2-<em>a</em>]quinazolinium trihalides with the additional thiazine cycle.</p></div>","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":null,"pages":null},"PeriodicalIF":16.4000,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1042650722012667","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The regioselectivity of halogenation of terminal and internal thioethers of 7-(trifluoromethyl)quinazolin-4(3H)-ones was investigated. It is proven that the direction of halocyclization of allyl thioethers depends on the presence of a substituent at the terminal carbon atom of the allyl moiety. The cyclization of allyl, methallyl and prenyl thioethers leads to the annulation of thiazole cycle with the formation of thiazolo[3,2-a]quinazolinium trihalides while cyclization of cinnamyl thioether forms thiazino[3,2-a]quinazolinium trihalides with the additional thiazine cycle.
期刊介绍：
Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance.
Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
