[3＋3] Formal Cycloadditions of Nitrones from Isatins and Azaoxyallyl Cations for Construction of Spirooxindoles  

作　　者：Weijia Lin Gu Zhan Minglin Shi Wei Du Yingchun Chen 

机构地区：[1]Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610041, China [2]College of Pharmacy, Third Military Medical University, Shapingba, Chongqing 400038, China

出　　处：《Chinese Journal of Chemistry》2017年第6期857-860,共4页中国化学（英文版）

摘　　要：A [3＋3] formal cycloaddition reaction between in situ formed azaoxyallyl cations and nitrones from isatins has been developed, furnishing a spectrum of spiro[1,2,4-oxadiazinan-5-one]oxindoles in good to excellent yields with excellent diastereoselectivity. This method provides direct and efficient access to potentially bioactive spirooxin- doles incorporating a six-membered heterocyclic scaffold.A [3＋3] formal cycloaddition reaction between in situ formed azaoxyallyl cations and nitrones from isatins has been developed, furnishing a spectrum of spiro[1,2,4-oxadiazinan-5-one]oxindoles in good to excellent yields with excellent diastereoselectivity. This method provides direct and efficient access to potentially bioactive spirooxin- doles incorporating a six-membered heterocyclic scaffold.

关 键 词：CYCLOADDITION SPIROOXINDOLES azaoxyallyl cations NITRONES 1 3-dipoles 

分 类 号：O626.13[理学—有机化学] O626[理学—化学]