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author:

Wang, J. (Wang, J..) [1] | Weng, Z. (Weng, Z..) [2]

Indexed by:

Scopus

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. © 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Keyword:

Amides; Fluorine; Rearrangement

Community:

  • [ 1 ] [Wang, J.]State Key Laboratory of Photocatalysis on Energy and Environment College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 2 ] [Weng, Z.]State Key Laboratory of Photocatalysis on Energy and Environment College of Chemistry, Fuzhou University, Fuzhou, 350108, China

Reprint 's Address:

  • [Weng, Z.]State Key Laboratory of Photocatalysis on Energy and Environment College of Chemistry, Fuzhou UniversityChina

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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 HC Threshold:184

JCR Journal Grade:2

CAS Journal Grade:3

Cited Count:

WoS CC Cited Count: 0

SCOPUS Cited Count: 8

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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