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, China.
Innovation Center for Chemical Science, Soochow University, China.
Chem Commun (Camb). 2023 May 25;59(43):6576-6579. doi: 10.1039/d3cc01920a.
An NBS-induced intramolecular annulation of 3-(1-indol-3-yl)--alkoxypropanamide is described. The reactions proceed well and quickly under mild conditions with the help of a base. It was found that C2-substituents on the indole ring in 3-(1-indol-3-yl)--alkoxypropanamide have a great influence upon the reaction. By using C2-methyl- and C2-phenyl-3-(1-indol-3-yl)--alkoxypropanamide as templates, practical protocols for the divergent synthesis of fused- and spirocyclic indoline compounds were studied and established.
描述了 NBS 诱导的 3-(1-吲哚-3-基)-烷氧基丙酰胺的分子内环化反应。在碱的帮助下，该反应在温和条件下进行得很好且很快。研究发现，3-(1-吲哚-3-基)-烷氧基丙酰胺中吲哚环上的 C2 取代基对反应有很大影响。以 C2-甲基-和 C2-苯基-3-(1-吲哚-3-基)-烷氧基丙酰胺为模板，研究并建立了用于稠合和螺环吲哚啉化合物的发散合成的实用方案。
