Issue 12, 2023

Visible light-induced borylation and arylation of small organic molecules using carbon dots

Abstract

Arylboronates and arylated heteroarenes are ubiquitous scaffolds in materials science, organic synthesis, and drug discovery. Visible light-induced borylation and arylation of small organic molecules is a promising protocol in contemporary organic synthesis. The development of greener, milder and more efficient photocatalytic systems to construct arylboronates and arylated heteroarenes is highly desirable. Herein, we report that metal-free carbon dots as photocatalysts afford arylboronates and arylated heteroarenes from small organic molecules via orchestrated oxidative and reductive interfacial electron transfers and C–H arylation reactions. The potential utility of this strategy is highlighted by functionalization of the formed arylboronates and transformation of arylboronates into drug scaffolds.

Graphical abstract: Visible light-induced borylation and arylation of small organic molecules using carbon dots

Supplementary files

Article information

Article type
Research Article
Submitted
30 Mar 2023
Accepted
06 May 2023
First published
09 May 2023

Org. Chem. Front., 2023,10, 2918-2926

Visible light-induced borylation and arylation of small organic molecules using carbon dots

T. He, H. Wei, Y. Zhou, L. Jiang, J. B. Baell, Y. Yu and F. Huang, Org. Chem. Front., 2023, 10, 2918 DOI: 10.1039/D3QO00458A

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.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements