Synthesis of <i>trans</i>‐2‐(Disubstituted‐amino)alkenyl Polyoxyperfluoroalkyl Ketones from Tertiary Amines and Perfluoroalkyl Ether Carboxylates Featuring “–<scp>CF<sub>2</sub>O</scp>–” Units<sup>†</sup>

Comprehensive Summary A one‐pot transformation of aliphatic and aromatic tertiary amines to novel fluorinated enaminones has been developed, utilizing perfluoroalkyl ether carboxylates (PFECA salts) featuring “–CF 2 O–” units as the fluorine‐containing reagents. Carbonyl fluoride, acyl fluorides and anhydrides by thermal decomposition of these PFECA salts were proposed to act as key active species that trigger the tandem oxidation–acylation process of tertiary amines, through enamine intermediates.

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Publication Details

Journal
Chinese Journal of Chemistry
Published
2025-04-25
DOI
https://doi.org/10.1002/cjoc.70055
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of trans‐2‐(Disubstituted‐amino)alkenyl Polyoxyperfluoroalkyl Ketones from Tertiary Amines and Perfluoroalkyl Ether Carboxylates Featuring “–CF2O–” Units†

Qijian Ni, Cheng‐Ying Wu, Yong Guo, Shiyu Zhao et al.
Chinese Journal of Chemistry
Fluorine in Organic Chemistry
article

Synthesis of trans‐2‐(Disubstituted‐amino)alkenyl Polyoxyperfluoroalkyl Ketones from Tertiary Amines and Perfluoroalkyl Ether Carboxylates Featuring “–CF2O–” Units†

Qijian Ni, Cheng‐Ying Wu, Yong Guo, Shiyu Zhao, Ji‐Chang Xiao
article en

Abstract

Comprehensive Summary A one‐pot transformation of aliphatic and aromatic tertiary amines to novel fluorinated enaminones has been developed, utilizing perfluoroalkyl ether carboxylates (PFECA salts) featuring “–CF 2 O–” units as the fluorine‐containing reagents. Carbonyl fluoride, acyl fluorides and anhydrides by thermal decomposition of these PFECA salts were proposed to act as key active species that trigger the tandem oxidation–acylation process of tertiary amines, through enamine intermediates.

Chinese Journal of ChemistryVol. 43(15)
Shanghai Institute of Organic Chemistry (CN), University of Chinese Academy of Sciences (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China
Openalex Percentile: Top 94%
Fluorine in Organic Chemistry
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