Issue 13, 2014
From the journal:

Chemical Communications

Metal-free cascade radical cyclization of 1,6-enynes with aldehydes†

Jian-Yi Luo,a   Hui-Liang Hua,a   Zi-Sheng Chen,b   Zhao-Zhao Zhou,a   Yan-Fang Yang,a   Ping-Xin Zhou,a   Yu-Tao He,a   Xue-Yuan Liua  and  Yong-Min Liang*a  

* Corresponding authors

a State Key Laboratory of Applied Organic Chemistry, Lanzhou University, and State Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Science, Lanzhou 730000, P.R. China
E-mail: liangym@lzu.edu.cn
Fax: +86-931-8912582

b Department of Chemistry and Chemical Engineering, College of Science, Northwest A&F University, Yangling 712100, Shaanxi, China
E-mail: chenzsh@nwsuaf.edu.cn

Abstract

A new and efficient metal-free cascade cyclization of 1,6-enynes with aldehydes is developed for the synthesis of tricyclic fluorene derivatives. The reaction involves a radical process and one C(sp2)–C(sp2) and two C(sp2)–C(sp3) bonds are formed simultaneously in one pot by using PivOH and TBHP.

Graphical abstract: Metal-free cascade radical cyclization of 1,6-enynes with aldehydes

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Article information

DOI
https://doi.org/10.1039/C3CC48339H
Article type
Communication
Submitted
31 Oct 2013
Accepted
03 Dec 2013
First published
03 Dec 2013

Chem. Commun., 2014,50, 1564-1566

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Metal-free cascade radical cyclization of 1,6-enynes with aldehydes

J. Luo, H. Hua, Z. Chen, Z. Zhou, Y. Yang, P. Zhou, Y. He, X. Liu and Y. Liang, Chem. Commun., 2014, 50, 1564 DOI: 10.1039/C3CC48339H

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