Issue 27, 2022

Direct arylation of N-heterocycles enabled by photoredox catalysis

Abstract

N-Heterobiaryls are common skeletons found in biological molecules, pharmaceuticals and ligands. Herein, we document an efficient and redox-neutral photocatalytic system to obtain functionalized N-heterobiaryls under mild conditions. Substrates bearing variegated functional groups are compatible with the developed photocatalytic conditions. This method is translatable to gram-scale synthesis, with a photocatalyst loading as low as 0.1 mol% and minimal variation of the yield. The starting materials are commercially available, demonstrating the practicality and accessibility of this methodology. Interestingly, phenols can serve both as coupling partners and proton donors. Arenes without a phenolic hydroxyl group also underwent efficient coupling with HFIP as a solvent.

Graphical abstract: Direct arylation of N-heterocycles enabled by photoredox catalysis

Supplementary files

Article information

Article type
Communication
Submitted
28 فرؤری 2022
Accepted
09 مارٕچ 2022
First published
10 مارٕچ 2022

Chem. Commun., 2022,58, 4392-4395

Direct arylation of N-heterocycles enabled by photoredox catalysis

H. Li, S. Li, J. K. Cheng, S. Xiang and B. Tan, Chem. Commun., 2022, 58, 4392 DOI: 10.1039/D2CC01212J

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