Issue 9, 2021
From the journal:

Organic Chemistry Frontiers

N-Hydroxyphthalimide imidate esters as amidyl radical precursors in the visible light photocatalyzed C–H amidation of heteroarenes†

Long-Hai Li,a   Yin Weia  and  Min Shi ORCID logo *a  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, University of Chinese Academy of Sciences, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: mshi@mail.sioc.ac.cn

Abstract

N-Hydroxyphthalimide (NHPI) imidate esters were designed and used as amidyl radical precursors in the visible light photocatalyzed C–H amidation of heteroarenes for the first time. The reactions can be conducted under simple and mild conditions with a broad scope of electron-rich heteroarenes and NHPI esters, affording the desired amidation products in moderate to good yields. Moreover, the mechanistic paradigm has been clarified on the basis of Stern–Volmer analysis and the measurement of redox potentials.

Graphical abstract: N-Hydroxyphthalimide imidate esters as amidyl radical precursors in the visible light photocatalyzed C–H amidation of heteroarenes

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D0QO01641A
Article type
Research Article
Submitted
28 Dec 2020
Accepted
19 Feb 2021
First published
20 Feb 2021

Org. Chem. Front., 2021,8, 1935-1940

Permissions

Request permissions

N-Hydroxyphthalimide imidate esters as amidyl radical precursors in the visible light photocatalyzed C–H amidation of heteroarenes

L. Li, Y. Wei and M. Shi, Org. Chem. Front., 2021, 8, 1935 DOI: 10.1039/D0QO01641A

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