ICl催化氨基香豆素衍生物Csp2—H芳(烷)硒化反应研究
收稿日期: 2021-06-29
修回日期: 2021-07-30
网络出版日期: 2021-08-19
基金资助
重庆市基础前沿研究(Cstc2018jcyjAX0051); 重庆市教育委员会(KJQN202001415)
ICl-Catalyzed Csp2—H Selenation of Aminocoumarin Derivatives
Received date: 2021-06-29
Revised date: 2021-07-30
Online published: 2021-08-19
Supported by
Basic Frontier Research Project of Chongqing(Cstc2018jcyjAX0051); Science and Technology Research Program of Chongqing Municipal Education Commission(KJQN202001415)
有机硒杂环化合物由于其独特的生物活性, 在有机化学和药物合成中具有广泛应用. 众多关于有机硒杂环化合物的合成方法被相继报道, 但这些方法均存在一定不足. 报道了ICl催化下香豆素衍生物与二芳(烷)二硒醚在室温下的反应, 高效制备了一系列3-芳(烷)硒基香豆素衍生物. 该方法也适用于其他杂环化合物Csp2—Se键构建. 与已有方法相比, 本方法具有反应条件温和, 底物适用范围广等优点, 为有机硒杂环化合物的制备提供了方法.
关键词： 碘鎓催化芳(烷)硒化; Csp2—Se键构建; 杂环化合物; 二芳(烷)基二硒醚
何树华 , 张行 , 吴红谕 , 周诗雨 , 肖垚 , 游贤会 , 陈锦杨 . ICl催化氨基香豆素衍生物Csp2—H芳(烷)硒化反应研究[J]. 有机化学, 2021 , 41(11) : 4378 -4383 . DOI: 10.6023/cjoc202106055
Owing to their special biological activities, organic selenium heterocyclic compounds have widely applications in organic chemistry and drug synthesis. A series of methods for the synthesis of organoselenide heterocyclic compounds have been reported, however, shortcomings still exist. In this paper, an effective method for the synthesis of 3-aryl(alkyl)selenylcoumarin derivatives via the ICl-catalyzed selenation of coumarins with diaryl(alkyl)diselenide at room temperature is reported. In addition, this method is also suitable for the construction of Csp2—Se bonds of other heterocyclic compounds. Compared to previous methods, this method has the advantages of mild conditions and wide functional groups tolerance, providing a general pathway to organoselenide heterocyclic compounds.
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