Fluoroalkylation of Activated Allylic Acetates through Radical-Radical Coupling: Organophotoredox/DABCO Catalytic System

Xiaoyu Zhang; Yinlei Zhang; Xiaohong Li; Bowen Li; Shiji Xiao; Yongming Tang; Peizhong Xie; Teck Peng Loh

doi:10.1021/acs.orglett.3c02456

Fluoroalkylation of Activated Allylic Acetates through Radical-Radical Coupling: Organophotoredox/DABCO Catalytic System

Xiaoyu Zhang, Yinlei Zhang, Xiaohong Li, Bowen Li, Shiji Xiao, Yongming Tang, Peizhong Xie^*, Teck Peng Loh^*

^*Corresponding author for this work

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

10 Citations (Scopus)

Abstract

A novel organophotoredox/DABCO catalytic system for the fluoroalkylation of activated allylic acetates via radical-radical coupling is described. The method offers mild reaction conditions, high selectivity, and broad substrate compatibility and enabled diverse bioactive molecules, FDA-approved drugs, and amino acid derivatives to be incorporated into transformation. This study expands the synthetic toolbox for the construction of fluorine-containing molecules.

Original language	English
Pages (from-to)	6863-6868
Number of pages	6
Journal	Organic Letters
Volume	25
Issue number	37
DOIs	https://doi.org/10.1021/acs.orglett.3c02456
Publication status	Published - Sept 22 2023
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2023 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.3c02456

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title = "Fluoroalkylation of Activated Allylic Acetates through Radical-Radical Coupling: Organophotoredox/DABCO Catalytic System",

abstract = "A novel organophotoredox/DABCO catalytic system for the fluoroalkylation of activated allylic acetates via radical-radical coupling is described. The method offers mild reaction conditions, high selectivity, and broad substrate compatibility and enabled diverse bioactive molecules, FDA-approved drugs, and amino acid derivatives to be incorporated into transformation. This study expands the synthetic toolbox for the construction of fluorine-containing molecules.",

author = "Xiaoyu Zhang and Yinlei Zhang and Xiaohong Li and Bowen Li and Shiji Xiao and Yongming Tang and Peizhong Xie and Loh, {Teck Peng}",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society.",

year = "2023",

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doi = "10.1021/acs.orglett.3c02456",

language = "English",

volume = "25",

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T1 - Fluoroalkylation of Activated Allylic Acetates through Radical-Radical Coupling

T2 - Organophotoredox/DABCO Catalytic System

AU - Zhang, Xiaoyu

AU - Zhang, Yinlei

AU - Li, Xiaohong

AU - Li, Bowen

AU - Xiao, Shiji

AU - Tang, Yongming

AU - Xie, Peizhong

AU - Loh, Teck Peng

PY - 2023/9/22

Y1 - 2023/9/22

N2 - A novel organophotoredox/DABCO catalytic system for the fluoroalkylation of activated allylic acetates via radical-radical coupling is described. The method offers mild reaction conditions, high selectivity, and broad substrate compatibility and enabled diverse bioactive molecules, FDA-approved drugs, and amino acid derivatives to be incorporated into transformation. This study expands the synthetic toolbox for the construction of fluorine-containing molecules.

AB - A novel organophotoredox/DABCO catalytic system for the fluoroalkylation of activated allylic acetates via radical-radical coupling is described. The method offers mild reaction conditions, high selectivity, and broad substrate compatibility and enabled diverse bioactive molecules, FDA-approved drugs, and amino acid derivatives to be incorporated into transformation. This study expands the synthetic toolbox for the construction of fluorine-containing molecules.

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SN - 1523-7060

VL - 25

SP - 6863

EP - 6868

JO - Organic Letters

JF - Organic Letters

IS - 37

ER -

Fluoroalkylation of Activated Allylic Acetates through Radical-Radical Coupling: Organophotoredox/DABCO Catalytic System

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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