Chemical Science & Technology Division, CSIR-North East Institute of Science and Technology, Jorhat-785006, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, Uttar Pradesh 201002, India.
Org Biomol Chem. 2022 Feb 16;20(7):1462-1474. doi: 10.1039/d1ob02143e.
We have unveiled an efficient synthesis of cyanoalkylated quinoxalin-2(1)-ones a three-component radical cascade reaction of quinoxalin-2(1)-ones with vinylarenes and azobis(alkylcarbonitrile)s. KSO takes part in the reaction as a sole oxidant under base, additive, and metal-free conditions, producing the three-component products in moderate to good yields. The protocol also works with phenylacetylene in the absence of vinyl arenes and provides the respective product. Furthermore, different control experiments with radical scavengers like 2,2,6,6-tetramethylpiperidine-1-oxyl and diphenyl ethylene prove the generation of radicals during the reaction.
我们已经开发出一种高效合成氰烷基化喹喔啉-2(1)-酮的方法，即喹喔啉-2(1)-酮与乙烯基芳烃和偶氮双（烷基氰化物）的三组分自由基级联反应。在碱、添加剂和无金属条件下，KSO 作为唯一氧化剂参与反应，以中等至良好的收率生成三组分产物。该方案在没有乙烯基芳烃的情况下也适用于苯乙炔，并提供相应的产物。此外，通过自由基清除剂如 2,2,6,6-四甲基哌啶-1-氧自由基和二苯乙烯进行的不同对照实验证明了反应过程中自由基的生成。
