Construction of Bispirooxindole Heterocycles via Palladium-Catalyzed Ring-Opening Formal [3+2]-Cycloaddition of Spirovinylcyclopropyl Oxindole and 3-Oxindole Derivatives

被引:27
|
作者
Xiao, Jun-An [1 ]
Li, Yu-Chun [1 ]
Luo, Zhi-Jin [1 ]
Cheng, Xiu-Liang [1 ]
Deng, Zhi-Xiong [2 ]
Chen, Wen-Qiang [1 ]
Su, Wei [1 ]
Yang, Hua [2 ]
机构
[1] Nanning Normal Univ, Guangxi Key Lab Nat Polymer Chem & Phys, Nanning 530001, Peoples R China
[2] Cent S Univ, Coll Chem & Chem Engn, Changsha 410083, Hunan, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 04期
基金
中国国家自然科学基金;
关键词
DONOR-ACCEPTOR CYCLOPROPANE; DIELS-ALDER REACTIONS; 3+2 CYCLOADDITION; ENANTIOSELECTIVE CONSTRUCTION; DIASTEREOSELECTIVE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; VINYL CYCLOPROPANES; STEREOCENTERS; ISATINS;
D O I
10.1021/acs.joc.8b02889
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzed ring-opening oxo-formal [3 + 2]-cycloaddition reaction of novel donor-acceptor spirovinylcyclopropyl oxindole with 3-oxindole is described. The developed protocol provides facile access to oxo-bispirooxindole derivatives in good yields (up to 82% yield) with excellent diastereoselectivities (up to 20:1 dr).
引用
收藏
页码:2297 / 2306
页数:10
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