Liu Yijun, Shen Xiaojiang, Zhu Pengyan, Hu Jiang-Miao, Wang Xuanjun, Ge Shulin
College of Science, Yunnan Agricultural University, Kunming 650201, China.
Key Laboratory of Puerh Tea Science, Ministry of Education, College of Food Science and Technology, Yunnan Agricultural University, Kunming 650201, China.
Org Lett. 2024 Jun 7;26(22):4654-4659. doi: 10.1021/acs.orglett.4c01395. Epub 2024 May 28.
Herein, a gold-catalyzed cascade reaction of yne-enones with iminooxindoles has been developed through a cascade cycloisomerization/(3 + 2) annulation process. This approach provides a straightforward and efficient route for the synthesis of functionalized 3,2'-pyrrolidinyl-spirooxindoles in high reactivity and broad substrate scope with excellent -selectivity. Moreover, the subsequent functionalization of furan units allows for the diverse synthesis of spirooxindole derivatives, which have demonstrated good antitumoral activity.
在此,通过串联环异构化/(3+2)环化过程开发了一种金催化的烯炔酮与亚氨基氧化吲哚的串联反应。该方法为合成官能化的3,2'-吡咯烷基-螺氧化吲哚提供了一条直接有效的途径,具有高反应活性、广泛的底物范围和优异的选择性。此外,呋喃单元的后续官能化使得能够多样地合成螺氧化吲哚衍生物,这些衍生物已显示出良好的抗肿瘤活性。