Issue 45, 2013
From the journal:

Organic & Biomolecular Chemistry

Cu(ii)-catalyzed highly regio- and stereoselective construction of C–C double bonds: an efficient method for the ketonization–olefination of indoles†

Yun-Hong Bao,a   Jia-Yi Zhu,a   Wen-Bing Qin,a   Yu-Bo Kong,a   Zheng-Wang Chen,a   Shao-Bin Tanga  and  Liang-Xian Liu*a  

* Corresponding authors

a Department of Chemistry and Chemical Engineering, Gannan Normal University, Ganzhou, Jiangxi 341000, P. R. China
E-mail: lxliu@xmu.edu.cn

Abstract

A general and efficient method for the cross-coupling of indoles with β-keto esters by using TEMPO/CuSO4·5H2O in air as oxidant has been developed. This reaction features high functional-group compatibility and an excellent selectivity. This methodology provides an alternative approach for the ketonization–olefination of indoles in moderate to good yields.

Graphical abstract: Cu(ii)-catalyzed highly regio- and stereoselective construction of C–C double bonds: an efficient method for the ketonization–olefination of indoles

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Article information

DOI
https://doi.org/10.1039/C3OB41589A
Article type
Paper
Submitted
03 Aug 2013
Accepted
19 Sep 2013
First published
19 Sep 2013

Org. Biomol. Chem., 2013,11, 7938-7945

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Cu(II)-catalyzed highly regio- and stereoselective construction of C–C double bonds: an efficient method for the ketonization–olefination of indoles

Y. Bao, J. Zhu, W. Qin, Y. Kong, Z. Chen, S. Tang and L. Liu, Org. Biomol. Chem., 2013, 11, 7938 DOI: 10.1039/C3OB41589A

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