Dehalogenation hydrolysis of CF <sub>2</sub> Br <sub>2</sub> enables four-component aminocarbonylation <i>via</i> photocatalytic radical-polar crossover

Amidocarbonylation represents a pivotal strategy for the construction of amide derivatives; however, achieving an efficient four-component catalytic variant remains particularly challenging. In this study, we successfully developed a four-component aminocarbonylation reaction enabled by the photocatalytic dehalogenation hydrolysis of CF<sub>2</sub>Br<sub>2</sub>. This methodology exhibits broad substrate scope, accommodating various amines such as diarylamines, arylamines, N-heterocycles, and heterocyclic amines. The synthetic utility of this approach was further highlighted through the preparation of several pharmaceutically relevant compounds and scale-up reaction.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc04462f
Primary Topic
Fluorine in Organic Chemistry
Type
article
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Dehalogenation hydrolysis of CF 2 Br 2 enables four-component aminocarbonylation via photocatalytic radical-polar crossover

Xiao Geng, Renhua Zheng, Lei Wang, Xiaomeng Cheng et al.
Chemical Communications
Fluorine in Organic Chemistry
article

Dehalogenation hydrolysis of CF 2 Br 2 enables four-component aminocarbonylation via photocatalytic radical-polar crossover

Xiao Geng, Renhua Zheng, Lei Wang, Xiaomeng Cheng, Yinghong Huang, Bihong Zhu
article en

Abstract

Amidocarbonylation represents a pivotal strategy for the construction of amide derivatives; however, achieving an efficient four-component catalytic variant remains particularly challenging. In this study, we successfully developed a four-component aminocarbonylation reaction enabled by the photocatalytic dehalogenation hydrolysis of CF<sub>2</sub>Br<sub>2</sub>. This methodology exhibits broad substrate scope, accommodating various amines such as diarylamines, arylamines, N-heterocycles, and heterocyclic amines. The synthetic utility of this approach was further highlighted through the preparation of several pharmaceutically relevant compounds and scale-up reaction.

Chemical CommunicationsVol. 61(87)
Wenzhou Medical University (CN), Taizhou First People's Hospital (CN), Taizhou University (CN)
Openalex Percentile: Top 79%
Fluorine in Organic Chemistry
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