Photoredox-Catalyzed Acylchlorination of α-CF3 Alkenes with Acyl Chloride and Application as Masked Access to β-CF3-enones

Youkang Zhou; Qi Jiang; Yangyang Cheng; Mingyou Hu; Xin Hua Duan; Le Liu

doi:10.1021/acs.orglett.4c00830

Photoredox-Catalyzed Acylchlorination of α-CF₃ Alkenes with Acyl Chloride and Application as Masked Access to β-CF₃-enones

Youkang Zhou
, Qi Jiang
, Yangyang Cheng
, Mingyou Hu
, Xin Hua Duan
, Le Liu

School of Chemistry

Xi'an Jiaotong University
The First Affiliated Hospital of Xi’an Jiaotong University

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

Abstract

We disclose a photocatalytic strategy that simultaneously addresses the construction of trifluoromethylated quaternary carbon centers and the preparation of β-CF₃-enones through radical difunctionalization of α-CF₃ alkenes with acyl chlorides. This method is characterized by its broad functional group compatibility, high efficiency, and atom economy. The versatility of this transformation is poised to broaden the applications of α-CF₃ alkenes, providing new pathways for the rapid assembly of structurally diverse fluorinated compounds.

Original language	English
Pages (from-to)	2656-2661
Number of pages	6
Journal	Organic Letters
Volume	26
Issue number	13
DOIs	https://doi.org/10.1021/acs.orglett.4c00830
State	Published - 5 Apr 2024

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title = "Photoredox-Catalyzed Acylchlorination of α-CF3 Alkenes with Acyl Chloride and Application as Masked Access to β-CF3-enones",

abstract = "We disclose a photocatalytic strategy that simultaneously addresses the construction of trifluoromethylated quaternary carbon centers and the preparation of β-CF3-enones through radical difunctionalization of α-CF3 alkenes with acyl chlorides. This method is characterized by its broad functional group compatibility, high efficiency, and atom economy. The versatility of this transformation is poised to broaden the applications of α-CF3 alkenes, providing new pathways for the rapid assembly of structurally diverse fluorinated compounds.",

author = "Youkang Zhou and Qi Jiang and Yangyang Cheng and Mingyou Hu and Duan, \{Xin Hua\} and Le Liu",

note = "Publisher Copyright: {\textcopyright} 2024 American Chemical Society",

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T1 - Photoredox-Catalyzed Acylchlorination of α-CF3 Alkenes with Acyl Chloride and Application as Masked Access to β-CF3-enones

AU - Zhou, Youkang

AU - Jiang, Qi

AU - Cheng, Yangyang

AU - Hu, Mingyou

AU - Duan, Xin Hua

AU - Liu, Le

PY - 2024/4/5

Y1 - 2024/4/5

N2 - We disclose a photocatalytic strategy that simultaneously addresses the construction of trifluoromethylated quaternary carbon centers and the preparation of β-CF3-enones through radical difunctionalization of α-CF3 alkenes with acyl chlorides. This method is characterized by its broad functional group compatibility, high efficiency, and atom economy. The versatility of this transformation is poised to broaden the applications of α-CF3 alkenes, providing new pathways for the rapid assembly of structurally diverse fluorinated compounds.

AB - We disclose a photocatalytic strategy that simultaneously addresses the construction of trifluoromethylated quaternary carbon centers and the preparation of β-CF3-enones through radical difunctionalization of α-CF3 alkenes with acyl chlorides. This method is characterized by its broad functional group compatibility, high efficiency, and atom economy. The versatility of this transformation is poised to broaden the applications of α-CF3 alkenes, providing new pathways for the rapid assembly of structurally diverse fluorinated compounds.

UR - https://www.scopus.com/pages/publications/85188664772

U2 - 10.1021/acs.orglett.4c00830

DO - 10.1021/acs.orglett.4c00830

M3 - 文章

C2 - 38526445

AN - SCOPUS:85188664772

SN - 1523-7060

VL - 26

SP - 2656

EP - 2661

JO - Organic Letters

JF - Organic Letters

IS - 13

ER -

Photoredox-Catalyzed Acylchlorination of α-CF₃ Alkenes with Acyl Chloride and Application as Masked Access to β-CF₃-enones

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