Issue 1, 2012
From the journal:

RSC Advances

Electrochemical oxidation of catechols in the presence of enaminone: exclusive α- arylation

Ni-Tao Zhang,a   Xiao-Guang Gao,a   Cheng-Chu Zeng,*a   Li-Ming Hu,a   Hong-Yu Tianb  and  Yuan-Bin Shec  

* Corresponding authors

a College of Life Science & Bioengineering, Beijing University of Technology, Beijing, China
E-mail: zengcc@bjut.edu.cn
Fax: 0086-10-67392001

b School of Food Chemistry, Beijing Technology & Business University, Beijing, China

c College of Environmental & Energy Engineering, Beijing University of Technology, Beijing, China

Abstract

Anodic oxidation of catechols in the presence of enaminones serving as potential doubly nucleophiles is examined using cyclic voltammetry and preparative electrolysis methods. Selective α-arylation is observed, which is consistent with that from the chemical oxidation approach. The results demonstrate that formation of either indoles or α-arylated products is depended on the nature of the polarized enaminone.

Graphical abstract: Electrochemical oxidation of catechols in the presence of enaminone: exclusive α- arylation

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Article information

DOI
https://doi.org/10.1039/C1RA00683E
Article type
Paper
Submitted
06 Sep 2011
Accepted
26 Sep 2011
First published
04 Nov 2011

RSC Adv., 2012,2, 298-306

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Electrochemical oxidation of catechols in the presence of enaminone: exclusive α- arylation

N. Zhang, X. Gao, C. Zeng, L. Hu, H. Tian and Y. She, RSC Adv., 2012, 2, 298 DOI: 10.1039/C1RA00683E

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