Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University , Suzhou 215123, P. R. China.
Org Lett. 2018 Feb 16;20(4):930-933. doi: 10.1021/acs.orglett.7b03783. Epub 2018 Feb 2.
A novel and efficient approach for the selenium functionalization of indoles was developed with selenium powder as the selenium source, catalyzed by 2,2,6,6-tetramethylpiperidinooxy (TEMPO) and employing O as the green oxidant. This protocol provides a practical route for the synthesis of 3-selenylindole derivatives and has the advantages of readily available starting materials, mild reaction conditions, and a wide scope of substrates. Electron spin-resonance (ESR) studies reveal that the approach involves the formation of nitrogen-centered radicals and selenium radicals via oxidation of in situ generated selenoates.
开发了一种以硒粉为硒源，2,2,6,6-四甲基哌啶氮氧自由基（TEMPO）为催化剂，以 O 为绿色氧化剂的吲哚硒官能化的新方法。该方法为 3-硒吲哚衍生物的合成提供了一条实用的路线，具有原料易得、反应条件温和、底物范围广等优点。电子顺磁共振（ESR）研究表明，该方法涉及通过原位生成的硒酸盐的氧化形成氮中心自由基和硒自由基。
