HIGHLY EFFICIENT CONSTRUCTION OF CF3-CONTAINING 3,3′-PYRROLIDINYL-DISPIROOXINDOLES VIA BASE-CATALYZED DIASTEREOSELECTIVE [3+2] ANNULATION

被引：10

作者：

Huang, Wei-Jie ^{[1
]}

Chen, Qing ^{[1
,3
]}

Zhu, Wen-Run ^{[1
]}

Lin, Ning ^{[1
,3
]}

Long, Xian-Wen ^{[1
]}

Pan, Wei-Gao ^{[1
]}

Weng, Jiang ^{[2
]}

Lu, Gui ^{[2
]}

机构：

[1] Guangxi Univ Chinese Med, Coll Pharm, Nanning 530200, Peoples R China

[2] Sun Yat Sen Univ, Inst Med Chem, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China

[3] Guangxi Univ Chinese Med, Guangxi Zhuang Yao Med Ctr Engn & Technol, Nanning 530200, Peoples R China

来源：

HETEROCYCLES | 2017年 / 94卷 / 05期

基金：

中国国家自然科学基金;

关键词：

Spiro Compound; Indole; Trifluoromethyl Group; ASYMMETRIC 1,3-DIPOLAR CYCLOADDITIONS; AZOMETHINE YLIDES; ENANTIOSELECTIVE SYNTHESIS; NATURAL-PRODUCTS; DERIVATIVES; SPIROOXINDOLES; OXINDOLES;

D O I：

10.3987/COM-17-13677

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient base-catalyzed diastereoselective [3+2] cyclization of isatin-derived azomethine ylides with methyleneindolinones was developed. The process enables efficient incorporation of CF3 groups into highly functionalized 3,3'-pyrrolidinyl-dispirooxindoles bearing four contiguous chiral centers, including two adjacent spiro quaternary stereocenters, with high yields and diastereoselectivities.

引用

页码：879 / 893

页数：15

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