Radical [3+2] cycloaddition enables polysubstituted pyrrole synthesis via a visible-light-mediated reaction

Abstract

We report a novel photocatalytic [3+2] annulation strategy employing N-aryl glycinates and 2-benzylidenemalononitrile partners for the efficient construction of polysubstituted pyrrole architectures. This methodology features operationally mild, redox-neutral conditions with exceptional functional group tolerance and broad substrate generality, while maintaining remarkable atom economy. Notably, the transformation utilizes dimethyl sulfoxide as both a reaction medium and a green oxidant. These features collectively offer a sustainable and practical approach to accessing poly-substituted pyrrole. The protocol has good scalability and excellent compatibility with biomolecules, which further underscores its potential utility.

Graphical abstract: Radical [3+2] cycloaddition enables polysubstituted pyrrole synthesis via a visible-light-mediated reaction

Supplementary files

Article information

Article type
Communication
Submitted
02 Apr 2025
Accepted
12 May 2025
First published
13 May 2025

Chem. Commun., 2025, Advance Article

Radical [3+2] cycloaddition enables polysubstituted pyrrole synthesis via a visible-light-mediated reaction

H. Sheng, D. Guo, Y. Shi, H. Xie, W. Kong, W. Li, Y. Yu and T. Li, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC01840D

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