Issue 41, 2022

Metal-free visible-light-driven cascade cyclization reaction to synthesize 2-oxindoles via benzoyl and phenylsulfinyl radicals with acrylamide derivatives

Abstract

A metal-free visible-light-driven cascade cyclization reaction to synthesize 3-methyl-3-acetophenone-2-oxindoles and 3-methyl-3-(methylsulfonyl)benzene-2-oxindoles in yields up to 96% and 99%, via benzoyl and phenylsulfinyl radicals with acrylamide derivatives is reported, respectively. Extensive studies, including gram-scale, radical capture and isotope experiments, were performed to indicate that the reaction may involve a radical process.

Graphical abstract: Metal-free visible-light-driven cascade cyclization reaction to synthesize 2-oxindoles via benzoyl and phenylsulfinyl radicals with acrylamide derivatives

Supplementary files

Article information

Article type
Communication
Submitted
14 Jul 2022
Accepted
16 Sep 2022
First published
30 Sep 2022

Org. Biomol. Chem., 2022,20, 8042-8048

Metal-free visible-light-driven cascade cyclization reaction to synthesize 2-oxindoles via benzoyl and phenylsulfinyl radicals with acrylamide derivatives

X. Sun, J. Zhu, Q. Qiu, Y. He, D. Hu, X. Li, G. Lu, Y. Yuan, X. Zhang, X. Xu, M. Yu and B. Wu, Org. Biomol. Chem., 2022, 20, 8042 DOI: 10.1039/D2OB01256A

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