Highly efficient and diastereoselective construction of bispirooxindoles through a cascade Michael-cyclization reaction

被引：14

作者：

Wu, Song ^{[1
]}

Zhu, Xingli ^{[1
]}

He, Wujun ^{[1
]}

Wang, Rongming ^{[1
]}

Xie, Xiaohua ^{[1
]}

Qin, Dabin ^{[1
]}

Jing, Linhai ^{[1
]}

Chen, Zeqin ^{[1
]}

机构：

[1] China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Peoples R China

来源：

TETRAHEDRON | 2013年 / 69卷 / 52期

基金：

中国国家自然科学基金;

关键词：

Bispirooxindole; Isothiocyanato oxindole; Methyleneindolinone; Michael-cyclization reaction; Cascade reaction; ONE-POT SYNTHESIS; CATALYTIC ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE 1,3-DIPOLAR CYCLOADDITION; REGIOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; 3-ISOTHIOCYANATO OXINDOLES; ISOTHIOCYANATO OXINDOLES; SEQUENTIAL 1,3-DIPOLAR; FACILE SYNTHESIS; SPIROHETEROCYCLIC FRAMEWORK;

D O I：

10.1016/j.tet.2013.11.016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of bispirooxindole derivatives have been synthesized via a cascade Michael-Cyclization reaction between isothiocyanato oxindoles and methyleneindolinones with high yields (up to 98%) and excellent diastereoselectivities (up to >95:5 dr) under mild conditions. The structure and effect on the reaction of less studied 4-substituted methyleneindolinones have also been investigated. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：11084 / 11091

页数：8

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