Visible light mediated decarboxylative difluoroalkylations of cyclic N-sulfonyl ketimines: Efficient synthesis of difluoroalkylated Cα-tetrasubstituted α-amino acid derivatives

An efficient decarboxylative difluoroalkylation method of cyclic N -sulfonyl ketimines with difluoroalkyl carboxylates has been developed through visible light-mediated photoredox catalysis process. This protocol provides a straightforward route for the synthesis of difluoroalkylated C α -tetrasubstituted α-amino acid derivatives in moderate to good yields with excellent functional group tolerance under mild and simple conditions. • A visible light-mediated photoredox catalysis process has been developed. • Operationally convenient, yet low-cost readily available raw materials. • An attractive strategy for the synthesis of difluoroalkylated Cα-tetrasubstituted α-amino acid derivatives.

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Publication Details

Journal
Tetrahedron
Published
2024-10-05
DOI
https://doi.org/10.1016/j.tet.2024.134294
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Visible light mediated decarboxylative difluoroalkylations of cyclic N-sulfonyl ketimines: Efficient synthesis of difluoroalkylated Cα-tetrasubstituted α-amino acid derivatives

Ming Bian, Guo-Zhen Wei, Lei Guo, Xiao-Han Qiu et al.
Tetrahedron
Fluorine in Organic Chemistry
article

Visible light mediated decarboxylative difluoroalkylations of cyclic N-sulfonyl ketimines: Efficient synthesis of difluoroalkylated Cα-tetrasubstituted α-amino acid derivatives

Ming Bian, Guo-Zhen Wei, Lei Guo, Xiao-Han Qiu, Hui‐Yu Chen, Zhenjiang Liu, Yu‐Ning Gao
article en

Abstract

An efficient decarboxylative difluoroalkylation method of cyclic N -sulfonyl ketimines with difluoroalkyl carboxylates has been developed through visible light-mediated photoredox catalysis process. This protocol provides a straightforward route for the synthesis of difluoroalkylated C α -tetrasubstituted α-amino acid derivatives in moderate to good yields with excellent functional group tolerance under mild and simple conditions. • A visible light-mediated photoredox catalysis process has been developed. • Operationally convenient, yet low-cost readily available raw materials. • An attractive strategy for the synthesis of difluoroalkylated Cα-tetrasubstituted α-amino acid derivatives.

TetrahedronVol. 167
Openalex Percentile: Top 87%
Fluorine in Organic Chemistry
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