Construction of polycyclic spirooxindoles through[3+2]annulations of Morita–Baylis–Hillman carbonates and 3-nitro-7-azaindoles

作     者：Kai-Kai Wang Wei Du Jin Zhu Ying-Chun Chen 

作者机构：Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Chengdu 610041 China Key Laboratory of Drug-Targeting and Drug Delivery System of the Ministry of Education West China School of Pharmacy Sichuan University Chengdu 610041 China University of Chinese Academy of Sciences Beijing 100049 China 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2017年第28卷第3期

页      面：512-516页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：financial support from the NSFC(21572135 and 21321061) 

主　　题：Morita–Baylis–Hillman carbonates [3+2] annulation Spirooxindoles Regioselectivity Dearomatization 

摘      要：A mild and efficient dearomatic [3＋2] annulation reaction of 3-nitro-7-azaindoles and Morita Baylis Hillman carbonates from isatins was developed catalyzed by DMAP, affording the corresponding polycyclic spirooxindoles containing fused azaindoline architectures and vicinal quaternary centers in excellent yields（up to 96%） with high regio- and diastereoselectivity（dr 〉 19：1）. Moderate enantioselectivity（79% ee） was obtained by employing a chiral DMAP-type Lewis base catalyst.