Liu Xiaoyu, He Kun, Gao Na, Jiang Peiyun, Lin Jun, Jin Yi
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Provincial Center for Research & Development of Natural Products, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, P. R. China.
Chem Commun (Camb). 2021 Sep 23;57(76):9696-9699. doi: 10.1039/d1cc03853b.
A radical-mediated, one-pot, multicomponent cascade reaction was developed for the synthesis of azide-biindole derivatives. Mechanistic studies demonstrated that the nitrogen-centred free radical was formed by the reaction of heterocyclic N-H with Cu and PIFA and initiated the cascade reaction with indole to obtain the biindole intermediate. The biindole intermediate then reacted with sodium azide in the presence of Cu catalyst and PIFA to form the final products. This methodology may be useful for constructing other azido heterocycles.
开发了一种自由基介导的一锅多组分串联反应来合成叠氮基联吲哚衍生物。机理研究表明，氮中心自由基由杂环N-H与铜和双（三氟乙酰氧基）碘苯反应形成，并引发与吲哚的串联反应以获得联吲哚中间体。然后，联吲哚中间体在铜催化剂和双（三氟乙酰氧基）碘苯存在下与叠氮化钠反应形成最终产物。该方法可能有助于构建其他叠氮杂环。
