Photoinitiated stereoselective direct C(sp2)-H perfluoroalkylation and difluoroacetylation of enamides

Kai Zhao; Jing Yu Guo; Ting Guan; Ying Xue Wang; Ji Yu Tao; Yu Zhang; Qing Hong Zhang; Kun Ni; Teck Peng Loh

doi:10.1039/d1qo00605c

Photoinitiated stereoselective direct C(sp²)-H perfluoroalkylation and difluoroacetylation of enamides

Kai Zhao, Jing Yu Guo, Ting Guan, Ying Xue Wang, Ji Yu Tao, Yu Zhang, Qing Hong Zhang, Kun Ni, Teck Peng Loh

School of Chemistry and Moleculai Engineering

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

41 Scopus citations

Abstract

A photoinitiated perfluoroalkylative coupling of enamides with perfluoroalkyl iodides and a visible-light-induced difluoroacetylation of enamides with ethyl bromodifluoroacetate have been developed, respectively. These transformations allow the efficacious and straightforward incorporation of biologically and physiologically privileged fluoro-containing moieties into synthetically eminent enamide scaffolds with excellent regio- and stereoselectivities under mild and environmentally friendly conditions.

Original language	English
Pages (from-to)	4086-4094
Number of pages	9
Journal	Organic Chemistry Frontiers
Volume	8
Issue number	15
DOIs	https://doi.org/10.1039/d1qo00605c
State	Published - 7 Aug 2021

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title = "Photoinitiated stereoselective direct C(sp2)-H perfluoroalkylation and difluoroacetylation of enamides",

abstract = "A photoinitiated perfluoroalkylative coupling of enamides with perfluoroalkyl iodides and a visible-light-induced difluoroacetylation of enamides with ethyl bromodifluoroacetate have been developed, respectively. These transformations allow the efficacious and straightforward incorporation of biologically and physiologically privileged fluoro-containing moieties into synthetically eminent enamide scaffolds with excellent regio- and stereoselectivities under mild and environmentally friendly conditions.",

author = "Kai Zhao and Guo, {Jing Yu} and Ting Guan and Wang, {Ying Xue} and Tao, {Ji Yu} and Yu Zhang and Zhang, {Qing Hong} and Kun Ni and Loh, {Teck Peng}",

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T1 - Photoinitiated stereoselective direct C(sp2)-H perfluoroalkylation and difluoroacetylation of enamides

AU - Zhao, Kai

AU - Guo, Jing Yu

AU - Guan, Ting

AU - Wang, Ying Xue

AU - Tao, Ji Yu

AU - Zhang, Yu

AU - Zhang, Qing Hong

AU - Ni, Kun

AU - Loh, Teck Peng

PY - 2021/8/7

Y1 - 2021/8/7

N2 - A photoinitiated perfluoroalkylative coupling of enamides with perfluoroalkyl iodides and a visible-light-induced difluoroacetylation of enamides with ethyl bromodifluoroacetate have been developed, respectively. These transformations allow the efficacious and straightforward incorporation of biologically and physiologically privileged fluoro-containing moieties into synthetically eminent enamide scaffolds with excellent regio- and stereoselectivities under mild and environmentally friendly conditions.

AB - A photoinitiated perfluoroalkylative coupling of enamides with perfluoroalkyl iodides and a visible-light-induced difluoroacetylation of enamides with ethyl bromodifluoroacetate have been developed, respectively. These transformations allow the efficacious and straightforward incorporation of biologically and physiologically privileged fluoro-containing moieties into synthetically eminent enamide scaffolds with excellent regio- and stereoselectivities under mild and environmentally friendly conditions.

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U2 - 10.1039/d1qo00605c

DO - 10.1039/d1qo00605c

M3 - 文章

AN - SCOPUS:85111589388

SN - 2052-4110

VL - 8

SP - 4086

EP - 4094

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 15

ER -

Photoinitiated stereoselective direct C(sp²)-H perfluoroalkylation and difluoroacetylation of enamides

Abstract

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