Electrophilic N-Trifluoromethylthiophthalimide as a Fluorinated Reagent in the Synthesis of Acyl Fluorides

Chen Zhu; Serik Zhumagazy; Huifeng Yue; Magnus Rueping

doi:10.1039/d1qo01633d

Electrophilic N-Trifluoromethylthiophthalimide as a Fluorinated Reagent in the Synthesis of Acyl Fluorides

Chen Zhu, Serik Zhumagazy, Huifeng Yue, Magnus Rueping

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Abstract

Herein we report the deoxygenated fluorination of readily available carboxylic acids. A series of acyl fluorides have been synthesized using shelf-stable N-trifluoromethylthiophthalimide as a fluorinated reagent for the first time. Scale-up reactions and sequential cross-couplings were performed successfully to demonstrate the practicability of this fluorination protocol.

Original language	English (US)
Journal	Organic Chemistry Frontiers
DOIs	https://doi.org/10.1039/d1qo01633d
State	Published - 2021

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KAUST Repository Item: Exported on 2022-01-27

ASJC Scopus subject areas

Organic Chemistry

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10.1039/d1qo01633d

https://repository.kaust.edu.sa/bitstream/10754/673844/1/Electrophilic_d1qo01633d.pdf

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@article{07984184b9754be886fc24a746353adf,

title = "Electrophilic N-Trifluoromethylthiophthalimide as a Fluorinated Reagent in the Synthesis of Acyl Fluorides",

abstract = "Herein we report the deoxygenated fluorination of readily available carboxylic acids. A series of acyl fluorides have been synthesized using shelf-stable N-trifluoromethylthiophthalimide as a fluorinated reagent for the first time. Scale-up reactions and sequential cross-couplings were performed successfully to demonstrate the practicability of this fluorination protocol.",

author = "Chen Zhu and Serik Zhumagazy and Huifeng Yue and Magnus Rueping",

note = "KAUST Repository Item: Exported on 2022-01-27",

year = "2021",

doi = "10.1039/d1qo01633d",

language = "English (US)",

journal = "Organic Chemistry Frontiers",

issn = "2052-4129",

publisher = "Royal Society of Chemistry",

}

TY - JOUR

T1 - Electrophilic N-Trifluoromethylthiophthalimide as a Fluorinated Reagent in the Synthesis of Acyl Fluorides

AU - Zhu, Chen

AU - Zhumagazy, Serik

AU - Yue, Huifeng

AU - Rueping, Magnus

N1 - KAUST Repository Item: Exported on 2022-01-27

PY - 2021

Y1 - 2021

N2 - Herein we report the deoxygenated fluorination of readily available carboxylic acids. A series of acyl fluorides have been synthesized using shelf-stable N-trifluoromethylthiophthalimide as a fluorinated reagent for the first time. Scale-up reactions and sequential cross-couplings were performed successfully to demonstrate the practicability of this fluorination protocol.

AB - Herein we report the deoxygenated fluorination of readily available carboxylic acids. A series of acyl fluorides have been synthesized using shelf-stable N-trifluoromethylthiophthalimide as a fluorinated reagent for the first time. Scale-up reactions and sequential cross-couplings were performed successfully to demonstrate the practicability of this fluorination protocol.

UR - http://hdl.handle.net/10754/673844

UR - http://pubs.rsc.org/en/Content/ArticleLanding/2021/QO/D1QO01633D

U2 - 10.1039/d1qo01633d

DO - 10.1039/d1qo01633d

M3 - Article

SN - 2052-4129

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

ER -

Electrophilic N-Trifluoromethylthiophthalimide as a Fluorinated Reagent in the Synthesis of Acyl Fluorides

Abstract

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