Dearomatization of Indole via Intramolecular [3+2] Cycloaddition: Access to the Pentacyclic Skeleton of Strychons Alkaloids
Dearomatization of Indole via Intramolecular [3+2] Cycloaddition: Access to the Pentacyclic Skeleton of Strychons Alkaloids
复制标题
通过分子内 [3 2] 环加成对吲哚进行脱芳构化：获得马钱子生物碱的五环骨架
DOI：
10.1021/acs.orglett.8b01720
复制
发表时间：
2018
期刊：
影响因子：
5.2
通讯作者：
Zheng Huaiji
中科院分区：
文献类型：
--
作者：
Wang Zhengshen;Chen Luxin;Yao Yuan;Liu Zhigang;Gao Jin-Ming;She Xuegong;Zheng Huaiji
报道了一种通过吲哚的1，2-酰氧基迁移/分子内[3 + 2]环加成串联脱芳构化，构建各种多取代多环吲哚啉成环的正常至中等大小的环的有效方法。通过这一串联环加成反应和进一步的Mannich反应可以合成士的宁的五环骨架。该方法为马钱子生物碱的合成提供了新的思路。
An efficient method to build various multisubstituted polycyclic indoline-annulated normal to medium-size rings through dearomatization of indole via a tandem 1,2-acyloxy migration/intramolecular [3 + 2] cycloaddition process is described. The pentacyclic skeleton of strychnine could be synthesized via this tandem cycloaddition and a further Mannich reaction. This approach would provide a novel strategy to the synthesis ofstrychonsalkaloids.