Issue 95, 2014
From the journal:

RSC Advances

Convenient synthesis of substituted tetrahydrofuran via Lewis base catalyzed [3 + 2] domino reactions†

Yufen Liu,a   Qi Zhang,a   Yanlong Du,a   Aimin Yu,*a   Kui Zhangb  and  Xiangtai Meng*a  

* Corresponding authors

a Department of Applied Chemistry, School of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin, P. R. China
E-mail: mengxiangtai23@mail.nankai.edu.cn

b Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, USA

Abstract

A DABCO catalyzed domino reaction between 3-oxo-4-(2-oxoindolin-3-ylidene) butanoates and allenoates furnished 2,3,5-substituted tetrahydrofuran furan derivatives with oxindole moieties and two exocyclic double bonds in high yield. During this reaction, two carbon atoms and one oxygen atom of 3-oxo-4-(2-oxoindolin-3-ylidene) butanoates participated. Moreover, four isomers were synthesized and two of them can be isolated in this reaction.

Graphical abstract: Convenient synthesis of substituted tetrahydrofuran via Lewis base catalyzed [3 + 2] domino reactions

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Article information

DOI
https://doi.org/10.1039/C4RA09249J
Article type
Communication
Submitted
26 Aug 2014
Accepted
07 Oct 2014
First published
07 Oct 2014

RSC Adv., 2014,4, 52629-52632

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Convenient synthesis of substituted tetrahydrofuran via Lewis base catalyzed [3 + 2] domino reactions

Y. Liu, Q. Zhang, Y. Du, A. Yu, K. Zhang and X. Meng, RSC Adv., 2014, 4, 52629 DOI: 10.1039/C4RA09249J

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