Highly efficient enantioselective synthesis of bispiro[benzofuran-oxindole-pyrrolidine]s through organocatalytic cycloaddition

Boyu Li; Fengyun Gao; Xing Feng; Mengmeng Sun; Yifei Guo; Dongwa Wen; Yabo Deng; Jinqi Huang; Kairong Wang; Wenjin Yan

doi:10.1039/C9QO00241C

Highly efficient enantioselective synthesis of bispiro[benzofuran-oxindole-pyrrolidine]s through organocatalytic cycloaddition†

Boyu Li,

^a Fengyun Gao,^a Xing Feng,^a Mengmeng Sun,^a Yifei Guo,^a Dongwa Wen,^a Yabo Deng,^a Jinqi Huang,^b Kairong Wang*^a and Wenjin Yan

*^a

Author affiliations

* Corresponding authors

^a The Institute of Pharmacology, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou 730000, China
E-mail: wangkr@lzu.edu.cn, yanwj@lzu.edu.cn

^b Key Laboratory for Cancer T-Cell Theranostics and Clinical Translation (CTCTCT) & Translational Medicine Research Center (TMRC), Institute of Biomedical Research, School of Pharmaceutical Sciences, Xiamen University, Xiamen 361102, China

Abstract

A series of compounds featuring novel bispiro[benzofuran-oxindole-pyrrolidine] moieties have been achieved through a thiourea-catalyzed 1,3-dipolar cycloaddition reaction. The Michael/Mannich reaction of N-2,2,2-trifluoroethylisatin ketimines with aurones furnished the cycloadducts in excellent yields with excellent stereoselectivities.

Organic Chemistry Frontiers

Highly efficient enantioselective synthesis of bispiro[benzofuran-oxindole-pyrrolidine]s through organocatalytic cycloaddition†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Highly efficient enantioselective synthesis of bispiro[benzofuran-oxindole-pyrrolidine]s through organocatalytic cycloaddition

Social activity

Search articles by author

Spotlight

Advertisements