末端和内部2-烯基硫代-3-甲基(苯基)-7-三氟甲基喹唑啉-4-酮的卤代杂环化

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research Pub Date : 2022-01-01 DOI:10.1080/10426507.2022.2085275

Diana Kut , Mykola Kut , Oleg Svalyavin , Mikhajlo Onysko , Vasil Lendel

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引用次数: 0

摘要

研究了7-(三氟甲基)喹唑啉-4(3H)- 1的端硫醚和内硫醚卤化的区域选择性。证明了烯丙基硫醚的卤化方向取决于烯丙基末端碳原子上取代基的存在。烯丙基、甲基和戊烯基硫醚环化形成噻唑环，形成噻唑[3,2-a]喹唑三卤代化合物;肉桂基硫醚环化形成噻唑[3,2-a]喹唑三卤代化合物和附加的噻嗪环。

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Halogenoheterocyclization of terminal and internal 2-allylthio-3-methyl(phenyl)-7-trifluoromethylquinazolin-4-ones

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.

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

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.