Direct oxidation of the C(sp2)–C(sp3) bond from benzyltrimethylsilanes to phenols

Wei Li; Guolin Gao; Yuan Gao; Chao Yang; Wujiong Xia

doi:10.1039/C7CC01868A

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

Direct oxidation of the C(sp²)–C(sp³) bond from benzyltrimethylsilanes to phenols†

Wei Li,^ab Guolin Gao,^a Yuan Gao,^c Chao Yang*^a and Wujiong Xia

*^a

Author affiliations

* Corresponding authors

^a State Key Lab of Urban Water Resource and Environment, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin, P. R. China
E-mail: xyyang@hit.edu.cn, xiawj@hit.edu.cn

^b Key Laboratory for Food Science and Engineering, Harbin University of Commerce, Harbin, P. R. China

^c School of Chemistry and Chemical Engineering, Yantai University, #30 Qingquan RD, Laishan District, Yantai, China

Abstract

A novel pathway for direct conversion of benzylsilanes to phenols by oxidation with Na₂S₂O₈ and oxygen is efficiently developed under mild and neutral conditions. The reaction shows good functional group tolerance to afford phenols in moderate yields. The possible mechanism is proposed based on the isotopic labeling trials.

Download options Please wait...

Supplementary files

Supplementary information PDF (2296K)

Article information

DOI: https://doi.org/10.1039/C7CC01868A
Article type: Communication
Submitted: 11 Mar 2017
Accepted: 15 Apr 2017
First published: 18 Apr 2017

Download Citation

Chem. Commun., 2017,53, 5291-5293

Permissions

Request permissions

Direct oxidation of the C(sp²)–C(sp³) bond from benzyltrimethylsilanes to phenols

W. Li, G. Gao, Y. Gao, C. Yang and W. Xia, Chem. Commun., 2017, 53, 5291 DOI: 10.1039/C7CC01868A

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