Relay cooperation of K2S2O8 and O2 in oxytrifluoromethylation of alkenes using CF3SO2Na

Qingquan Lu; Chao Liu; Zhiyuan Huang; Yiyang Ma; Jian Zhang; Aiwen Lei

doi:10.1039/C4CC06328G

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Relay cooperation of K₂S₂O₈ and O₂ in oxytrifluoromethylation of alkenes using CF₃SO₂Na†

Qingquan Lu,‡^a Chao Liu,‡^a Zhiyuan Huang,^a Yiyang Ma,^a Jian Zhang^a and Aiwen Lei*^ab

Author affiliations

* Corresponding authors

^a College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, P. R. China
E-mail: aiwenlei@whu.edu.cn

^b National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, Jiangxi, P. R. China

Abstract

A new radical oxytrifluoromethylation of alkenes via an aerobic C_vinyl–heteroatom bond oxygenation process is reported, in which O₂ and a catalytic amount of K₂S₂O₈ work in concert to activate CF₃SO₂Na. Mechanistic investigation disclosed that CF₃SO₂˙ could react with O₂ to reinitiate radical chain process.

Download options Please wait...

Supplementary files

Supplementary information PDF (4444K)

Article information

DOI: https://doi.org/10.1039/C4CC06328G
Article type: Communication
Submitted: 12 Aug 2014
Accepted: 19 Sep 2014
First published: 19 Sep 2014

Download Citation

Chem. Commun., 2014,50, 14101-14104

Permissions

Request permissions

Relay cooperation of K₂S₂O₈ and O₂ in oxytrifluoromethylation of alkenes using CF₃SO₂Na

Q. Lu, C. Liu, Z. Huang, Y. Ma, J. Zhang and A. Lei, Chem. Commun., 2014, 50, 14101 DOI: 10.1039/C4CC06328G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications