P(NMe2)3-mediated reductive [1+4] annulation of isatins with enones: a facile synthesis of spirooxindole-dihydrofurans

Rong Zhou; Kai Zhang; Yusong Chen; Qiang Meng; Yiyi Liu; Ruifeng Li; Zhengjie He

doi:10.1039/C5CC03676C

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P(NMe₂)₃-mediated reductive [1+4] annulation of isatins with enones: a facile synthesis of spirooxindole-dihydrofurans†

Rong Zhou,*^a Kai Zhang,^a Yusong Chen,^a Qiang Meng,^a Yiyi Liu,^b Ruifeng Li^a and Zhengjie He*^bc

Author affiliations

* Corresponding authors

^a College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan, P. R. China
E-mail: zhourong@tyut.edu.cn

^b The State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, P. R. China

^c Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, P. R. China
E-mail: zhengjiehe@nankai.edu.cn

Abstract

A novel P(NMe₂)₃-mediated reductive [1+4] annulation reaction between isatins and enones has been developed, providing the facile synthesis of spirooxindole-dihydrofurans. This reaction unveils the first practical approach to construct five-membered cyclic motifs via a Kukhtin–Ramirez adduct involved [1+4] annulation mode.

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Article information

DOI: https://doi.org/10.1039/C5CC03676C
Article type: Communication
Submitted: 03 May 2015
Accepted: 06 Aug 2015
First published: 07 Aug 2015

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Chem. Commun., 2015,51, 14663-14666

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P(NMe₂)₃-mediated reductive [1+4] annulation of isatins with enones: a facile synthesis of spirooxindole-dihydrofurans

R. Zhou, K. Zhang, Y. Chen, Q. Meng, Y. Liu, R. Li and Z. He, Chem. Commun., 2015, 51, 14663 DOI: 10.1039/C5CC03676C

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