Enantioselective cyanation of propargylic C–H bonds via cooperative photoredox and copper catalysis

Yunshun Deng; Ronghua Lu; Pinhong Chen; Guosheng Liu

doi:10.1039/D3CC00410D

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

Enantioselective cyanation of propargylic C–H bonds via cooperative photoredox and copper catalysis†

Yunshun Deng,‡^a Ronghua Lu,‡^b Pinhong Chen

*^b and Guosheng Liu

*^ab

Author affiliations

* Corresponding authors

^a Department of Chemistry, University of Science and Technology of China, Hefei, China
E-mail: gliu@mail.sioc.ac.cn

^b State Key Laboratory of Organometallic Chemistry, and Shanghai Hongkong Joint Laboratory in Chemical Synthesis, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China
E-mail: pinhongchen@mail.sioc.ac.cn

Abstract

Herein, we report an enantioselective cyanation of propargylic C–H bonds by combining photoredox catalysis with a copper-catalyzed radical relay in which the propargylic radical was generated by an intramolecular 1,5-HAT process. This reaction provides easy access to optically pure propargyl nitrile compounds under mild conditions.

This article is part of the themed collection: Photofunctional Materials and Transformations

Download options Please wait...

Supplementary files

Supplementary information PDF (12738K)

Article information

DOI: https://doi.org/10.1039/D3CC00410D
Article type: Communication
Submitted: 29 jan 2023
Accepted: 20 mar 2023
First published: 21 mar 2023
This article is Open Access

Download Citation

Chem. Commun., 2023,59, 4656-4659

Permissions

Request permissions

Enantioselective cyanation of propargylic C–H bonds via cooperative photoredox and copper catalysis

Y. Deng, R. Lu, P. Chen and G. Liu, Chem. Commun., 2023, 59, 4656 DOI: 10.1039/D3CC00410D

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Social activity

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

Chemical Communications

Enantioselective cyanation of propargylic C–H bonds via cooperative photoredox and copper catalysis†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Enantioselective cyanation of propargylic C–H bonds via cooperative photoredox and copper catalysis

Social activity

Search articles by author

Spotlight

Advertisements