Photoinduced Cyclizations of o-Diisocyanoarenes with Organic Diselenides and Thiols that Afford Chalcogenated Quinoxalines
Photoinduced Cyclizations of o-Diisocyanoarenes with Organic Diselenides and Thiols that Afford Chalcogenated Quinoxalines
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DOI：
10.1021/acs.joc.0c00647
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发表时间：
2020-06-05
影响因子：
3.6
通讯作者：
Ogawa, Akiya
中科院分区：
文献类型：
--
作者：
Cong Chi Tran;Kawaguchi, Shin-ichi;Ogawa, Akiya
本研究描述了邻二异氰基芳烃与二芳基或二烷基二硒醚通过光诱导环化反应合成2，3-双(硒)喹恶啉，并对相应的反应机理进行了详细的讨论，揭示了所开发的方法也可用于由邻二异氰基芳烃和硫醇合成2-硫代喹恶啉衍生物。开发的技术不需要使用添加剂或金属催化剂，具有转化率高、底物范围广、反应条件温和的优点，因此是喹恶啉合成工具箱中有价值的补充。
This study describes the syntheses of 2,3-bis-(selanyl)quinoxalines via the photoinduced cyclizations of o-diisocyanoarenes with diaryl or dialkyl diselenides, in addition to providing a detailed discussion of the corresponding mechanism and revealing that the developed procedure can also be applied to prepare 2-thiolated quinoxaline derivatives from o-diisocyanoarenes and thiols. The developed technique does not need the use of additives or metal catalysts and features the advantages of a high conversion, a broad substrate scope, and mild reaction conditions, thereby rendering it a valuable addition to the quinoxaline synthesis toolbox.