Visible light-mediated selective α-functionalization of 1,3-dicarbonyl compounds via disulfide induced aerobic oxidation

Jingnan Zhao; Fan Yang; Zongyi Yu; Xiaofei Tang; Yufeng Wu; Cunfei Ma; Qingwei Meng

doi:10.1039/C9CC06544J

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

Visible light-mediated selective α-functionalization of 1,3-dicarbonyl compounds via disulfide induced aerobic oxidation†

Jingnan Zhao,^a Fan Yang,^a Zongyi Yu,^a Xiaofei Tang,^a Yufeng Wu,^a Cunfei Ma^a and Qingwei Meng

*^a

Author affiliations

* Corresponding authors

^a State Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, P. R. China
E-mail: mengqw@dlut.edu.cn

Abstract

A visible light-mediated α-functionalization of 1,3-dicarbonyl compounds with switchable selectivity induced by disulfide is disclosed. Upon irradiation with visible light, the metal- and base-free α-hydroxylation or α-hydroxymethylation reaction proceeded smoothly through a disulfide-catalyzed oxidation under mild conditions. The combination of a continuous-flow strategy could further improve the reaction efficiencies.

This article is part of the themed collection: Editor’s Choice: Main group reagents and catalysts in organic reactions

Download options Please wait...

Supplementary files

Supplementary information PDF (14369K)

Article information

DOI: https://doi.org/10.1039/C9CC06544J
Article type: Communication
Submitted: 23 août 2019
Accepted: 07 oct. 2019
First published: 07 oct. 2019

Download Citation

Chem. Commun., 2019,55, 13008-13011

Permissions

Request permissions

Visible light-mediated selective α-functionalization of 1,3-dicarbonyl compounds via disulfide induced aerobic oxidation

J. Zhao, F. Yang, Z. Yu, X. Tang, Y. Wu, C. Ma and Q. Meng, Chem. Commun., 2019, 55, 13008 DOI: 10.1039/C9CC06544J

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

Visible light-mediated selective α-functionalization of 1,3-dicarbonyl compounds via disulfide induced aerobic oxidation†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Visible light-mediated selective α-functionalization of 1,3-dicarbonyl compounds via disulfide induced aerobic oxidation

Social activity

Search articles by author

Spotlight

Advertisements