Photoredox-Catalyzed Sequential Decarboxylative/Defluorinative Aminoalkylation of CF3-Alkenes with N-Arylglycines

Hong Xin; Lu Zhang; Jinyi Liao; Xin Hua Duan; Xu Yang; Li Na Guo

doi:10.1021/acs.orglett.4c02154

Photoredox-Catalyzed Sequential Decarboxylative/Defluorinative Aminoalkylation of CF₃-Alkenes with N-Arylglycines

Hong Xin
, Lu Zhang
, Jinyi Liao
, Xin Hua Duan
, Xu Yang
, Li Na Guo

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

10 Scopus citations

Abstract

A photoredox-catalyzed sequential decarboxylative/defluorinative aminoalkylation of CF₃-alkenes with N-arylglycines is described. This metal-free and redox-neutral protocol provided efficient access to the monofluoroalkenyl-1,5-diamines in good yields with excellent functional group compatibility. Mechanistic studies revealed that the reaction proceeds via a radical pathway with the gem-difluoroalkenyl amine as an intermediate.

Original language	English
Journal	Organic Letters
DOIs	https://doi.org/10.1021/acs.orglett.4c02154
State	Accepted/In press - 2024

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10.1021/acs.orglett.4c02154

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title = "Photoredox-Catalyzed Sequential Decarboxylative/Defluorinative Aminoalkylation of CF3-Alkenes with N-Arylglycines",

abstract = "A photoredox-catalyzed sequential decarboxylative/defluorinative aminoalkylation of CF3-alkenes with N-arylglycines is described. This metal-free and redox-neutral protocol provided efficient access to the monofluoroalkenyl-1,5-diamines in good yields with excellent functional group compatibility. Mechanistic studies revealed that the reaction proceeds via a radical pathway with the gem-difluoroalkenyl amine as an intermediate.",

author = "Hong Xin and Lu Zhang and Jinyi Liao and Duan, \{Xin Hua\} and Xu Yang and Guo, \{Li Na\}",

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

year = "2024",

doi = "10.1021/acs.orglett.4c02154",

language = "英语",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Photoredox-Catalyzed Sequential Decarboxylative/Defluorinative Aminoalkylation of CF3-Alkenes with N-Arylglycines

AU - Xin, Hong

AU - Zhang, Lu

AU - Liao, Jinyi

AU - Duan, Xin Hua

AU - Yang, Xu

AU - Guo, Li Na

PY - 2024

Y1 - 2024

N2 - A photoredox-catalyzed sequential decarboxylative/defluorinative aminoalkylation of CF3-alkenes with N-arylglycines is described. This metal-free and redox-neutral protocol provided efficient access to the monofluoroalkenyl-1,5-diamines in good yields with excellent functional group compatibility. Mechanistic studies revealed that the reaction proceeds via a radical pathway with the gem-difluoroalkenyl amine as an intermediate.

AB - A photoredox-catalyzed sequential decarboxylative/defluorinative aminoalkylation of CF3-alkenes with N-arylglycines is described. This metal-free and redox-neutral protocol provided efficient access to the monofluoroalkenyl-1,5-diamines in good yields with excellent functional group compatibility. Mechanistic studies revealed that the reaction proceeds via a radical pathway with the gem-difluoroalkenyl amine as an intermediate.

UR - https://www.scopus.com/pages/publications/85198093256

U2 - 10.1021/acs.orglett.4c02154

DO - 10.1021/acs.orglett.4c02154

M3 - 文章

C2 - 38976347

AN - SCOPUS:85198093256

SN - 1523-7060

JO - Organic Letters

JF - Organic Letters

ER -

Photoredox-Catalyzed Sequential Decarboxylative/Defluorinative Aminoalkylation of CF₃-Alkenes with N-Arylglycines

Abstract

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