Redox-Active α-Amino-CF<sub>3</sub> Reagents: Developing and Applications in Ni-Catalyzed Reductive Cross-Coupling

α-Amino-CF<sub>3</sub> compounds are widely employed in bio- and pharmaceutical chemistry for improved stability and bioactivities. Traditional methods often face challenges with functional group tolerance and lack a general approach for late-stage functionalization. Herein, we report a new type of redox-active α-amino-CF<sub>3</sub> reagents, easily prepared from trifluoro acetaldehyde hydrates. These α-amino-CF<sub>3</sub> reagents can serve as versatile building blocks for coupling with alkynyl bromides, aryl bromides, and enol triflates under nickel catalysis.

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Publication Details

Journal
Organic Letters
Published
2024-08-23
DOI
https://doi.org/10.1021/acs.orglett.4c02730
Citations
6
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
1.25

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article

Redox-Active α-Amino-CF3 Reagents: Developing and Applications in Ni-Catalyzed Reductive Cross-Coupling

Yifan Ni, Liang Yan, Shengyang Ni, Jiyang Liu et al.
6 citations
Organic Letters
Fluorine in Organic Chemistry
1.25
article

Redox-Active α-Amino-CF3 Reagents: Developing and Applications in Ni-Catalyzed Reductive Cross-Coupling

Yifan Ni, Liang Yan, Shengyang Ni, Jiyang Liu, Ying Wang, Yi Pan, Yu Mao
article en
6 citations

Abstract

α-Amino-CF<sub>3</sub> compounds are widely employed in bio- and pharmaceutical chemistry for improved stability and bioactivities. Traditional methods often face challenges with functional group tolerance and lack a general approach for late-stage functionalization. Herein, we report a new type of redox-active α-amino-CF<sub>3</sub> reagents, easily prepared from trifluoro acetaldehyde hydrates. These α-amino-CF<sub>3</sub> reagents can serve as versatile building blocks for coupling with alkynyl bromides, aryl bromides, and enol triflates under nickel catalysis.

Organic LettersVol. 26(35)
Wannan Medical College (CN), Nanjing University (CN)
National Natural Science Foundation of China, China Postdoctoral Science Foundation, Natural Science Foundation of Jiangsu Province
Openalex Percentile: Top 24%
Fluorine in Organic Chemistry
1.25
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