Highly selective synthesis of selenium-containing (E)-N-propenolquinazolinones via FeCl3-mediated cascade reaction of propargyl quinazoline-4-yl ethers with diselenides†

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-09-02 Epub Date: 2024-10-16 DOI:10.1039/d4ob01498g
Xinqin Zhang , Qin Yang , Xiaofeng Zeng , Yang Fu , Qiuping Ding , Yiyuan Peng
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Abstract

An effective approach for the highly selective synthesis of selenium-containing (E)-N-propenolquinazolinones via an FeCl3·6H2O mediated cascade reaction of propargyl quinazoline-4-yl ethers and diselenides has been developed. Mechanistic investigations revealed that the reaction of FeCl3 and (PhSe)2 generates, in situ, the electrophilic species PhSe[FeCl4]·6H2O, which triggers the cascade reaction.

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通过 FeCl3 介导的丙炔基喹唑啉-4-基醚与二硒化物的级联反应,高选择性合成含硒的 (E)-N-丙烯醇喹唑啉酮。
通过 FeCl3-6H2O 介导的丙炔基喹唑啉-4-基醚和二硒化物的级联反应,开发了一种高选择性合成含硒 (E)-N-propenolquinazolinones 的有效方法。机理研究发现,FeCl3 和 (PhSe)2 的反应会在原位生成亲电物种 PhSe[FeCl4]-6H2O,从而引发级联反应。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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