Diastereoselective Three-Component Cascade Reaction to Construct Oxindole-Fused Spirotetrahydrofurochroman Scaffolds for Drug Discovery
详细信息 查看全文
- 作者：Lin Qiu ; Dongwei Wang ; Yubing Lei ; Lixin Gao ; Shunying Liu ; Jia Li and Wenhao Hu
- 刊名：European Journal of Organic Chemistry
- 出版年：2016
- 出版时间：May 2016
- 年：2016
- 卷：2016
- 期：15
- 页码：2671-2680
- 全文大小：1616K
- ISSN：1099-0690
文摘
A one-pot synthesis of new oxindole-fused polycyclic scaffolds is reported. The process involves a three-component [3+2] cycloaddition followed by cyclization through an intramolecular Michael addition. The reaction gives easy access to oxindole-fused spirotetrahydrofurochromans in moderate to good yields with high regio- and diastereoselectivity. These compounds could be useful for for drug discovery. Further modification was achieved by reduction of the nitro group, and intramolecular amide formation to give the corresponding lactams. The resulting heterocyclic products show good inhibitory activity against the enzyme PTP1B in vitro.