Issue 4, 2016
From the journal:

Organic & Biomolecular Chemistry

DABCO-catalyzed unusual [4 + 2] cycloaddition reaction: non-substituted allenoate acts as a four-carbon synthon and facile synthesis of spirooxindoles†

Yufen Liu,a   Yanlong Du,a   Aimin Yu,*a   Haifeng Mub  and  Xiangtai Meng*a  

* Corresponding authors

a Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin 300384, P. R. China
E-mail: aiminyu@tjut.edu.cn, mengxiangtai23@mail.nankai.edu.cn

b Hebei Morlans Environmental Technology Inc., Shijiazhuang 050000, P. R. China

Abstract

A DABCO-catalyzed domino reaction between methyleneoxindoles and allenoates which enables the direct synthesis of spirooxindoles is reported. This is the first example of a non-substituted allenoate to act as a four-carbon synthon in a tertiary amine-catalyzed reaction.

Graphical abstract: DABCO-catalyzed unusual [4 + 2] cycloaddition reaction: non-substituted allenoate acts as a four-carbon synthon and facile synthesis of spirooxindoles

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Article information

DOI
https://doi.org/10.1039/C5OB02383A
Article type
Communication
Submitted
19 Nov 2015
Accepted
07 Dec 2015
First published
11 Dec 2015

Org. Biomol. Chem., 2016,14, 1226-1230

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DABCO-catalyzed unusual [4 + 2] cycloaddition reaction: non-substituted allenoate acts as a four-carbon synthon and facile synthesis of spirooxindoles

Y. Liu, Y. Du, A. Yu, H. Mu and X. Meng, Org. Biomol. Chem., 2016, 14, 1226 DOI: 10.1039/C5OB02383A

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