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Issue 11, 2011
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Efficient synthesis of esermethole and its analogues

Yongyun Zhou,a  Yuanhong Zhao,a  Xiaoyong Dai,a  Jianping Liu,a  Liang Lia  and  Hongbin Zhang*a 
Author affiliations

* Corresponding authors

a Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming, Yunnan, P. R. China
E-mail: zhanghb@ynu.edu.cnorzhang_hongbin@hotmail.com
Fax: 86-871-5035538

Abstract

In this work, a general and flexible synthetic route towards the synthesis of pyrroloindoline alkaloids was developed. This new strategy features with a palladium mediated sequential arylation–allylation of o-bromoanilides and leads to the construction of oxindoles bearing a full carbon quaternary center. The cheap triphenylphosphine was proved to be a highly effective ligand for this one pot transformation. On the basis of this new method, esermethole and its analogues were synthesized.

Graphical abstract: Efficient synthesis of esermethole and its analogues

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Publication details

The article was received on 20 Feb 2011, accepted on 10 Mar 2011 and first published on 07 Apr 2011


Article type: Paper
DOI: 10.1039/C1OB05275F
Citation: Org. Biomol. Chem., 2011,9, 4091-4097
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    Efficient synthesis of esermethole and its analogues

    Y. Zhou, Y. Zhao, X. Dai, J. Liu, L. Li and H. Zhang, Org. Biomol. Chem., 2011, 9, 4091
    DOI: 10.1039/C1OB05275F

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