Metal-Free Induced Tandem Cyclization of 2-Aryl- <i>N</i> -Methacryloyl Indoles via 1,2-Hydrogen Atom Transfer

This article reports a photoredox-catalyzed tandem cyclization of 2-aryl-N-methacryloyl indoles via 1,2-hydrogen atom transfer (1,2-HAT) to rapidly synthesize indolo[2,1-a]isoquinoline derivatives under mild conditions. This method affords a variety of indolo[2,1-a]isoquinoline compounds in good to excellent yields. In contrast to previous reports that relied on transition-metal catalysis or harsh reaction conditions, this strategy offers multiple advantages, including mild and metal-free reaction conditions, a radical tandem reaction mechanism involving a 1,2-HAT process, a wide range of compatible substrates, and excellent tolerance toward functional groups.

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Publication Details

Journal
ACS Omega
Published
2026-05-21
DOI
https://doi.org/10.1021/acsomega.5c09915
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Metal-Free Induced Tandem Cyclization of 2-Aryl- N -Methacryloyl Indoles via 1,2-Hydrogen Atom Transfer

Guanghui Lv, Xingqin Tian, Fang Ye, Wanting Peng et al.
ACS Omega
Catalytic C–H Functionalization Methods
article

Metal-Free Induced Tandem Cyclization of 2-Aryl- N -Methacryloyl Indoles via 1,2-Hydrogen Atom Transfer

Guanghui Lv, Xingqin Tian, Fang Ye, Wanting Peng, Peng Chen, Shuying Li
article en

Abstract

This article reports a photoredox-catalyzed tandem cyclization of 2-aryl-N-methacryloyl indoles via 1,2-hydrogen atom transfer (1,2-HAT) to rapidly synthesize indolo[2,1-a]isoquinoline derivatives under mild conditions. This method affords a variety of indolo[2,1-a]isoquinoline compounds in good to excellent yields. In contrast to previous reports that relied on transition-metal catalysis or harsh reaction conditions, this strategy offers multiple advantages, including mild and metal-free reaction conditions, a radical tandem reaction mechanism involving a 1,2-HAT process, a wide range of compatible substrates, and excellent tolerance toward functional groups.

ACS Omega
Hubei University of Medicine (CN), Rehabilitation Research and Development Service (US)
Openalex Percentile: Top 10%
Catalytic C–H Functionalization Methods
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