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author:

Wang, Junwen (Wang, Junwen.) [1] | Weng, Zhiqiang (Weng, Zhiqiang.) [2]

Indexed by:

Scopus SCIE

Abstract:

A method for the synthesis of N-trifluoroacetyl amides through trifluoroacetic anhydride transfer to nitrones by borrowing and returning oxygen atom is reported. The reaction appears to proceed via electrophilic trifluoroacetylation, followed by nucleophilic addition and elimination, and intramolecular substitution, affording N-trifluoroacetyl amides in good to excellent yields. The present method tolerates a wide range of functional groups. Also, nitrones react with difluoroacetic anhydride providing the corresponding N-difluoroacetyl amides. Moreover, the method described could be of interest from a biological point of view, because it constitutes a straightforward strategy for the synthesis of biologically active N-trifluoroacetyl amide analogues.

Keyword:

Amides Fluorine Rearrangement

Community:

  • [ 1 ] [Wang, Junwen]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Fujian, Peoples R China
  • [ 2 ] [Weng, Zhiqiang]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Fujian, Peoples R China

Reprint 's Address:

  • 翁志强

    [Weng, Zhiqiang]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Fujian, Peoples R China

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Source :

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

ISSN: 1434-193X

Year: 2019

Issue: 6

Volume: 2019

Page: 1330-1334

2 . 8 8 9

JCR@2019

2 . 5 0 0

JCR@2023

ESI Discipline: CHEMISTRY;

ESI HC Threshold:184

JCR Journal Grade:2

CAS Journal Grade:3

Cited Count:

WoS CC Cited Count: 8

SCOPUS Cited Count: 8

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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