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author:

Wu, Wei (Wu, Wei.) [1] | Wang, Junwen (Wang, Junwen.) [2] | Wang, Yukang (Wang, Yukang.) [3] | Huang, Yangjie (Huang, Yangjie.) [4] | Tan, Yingfei (Tan, Yingfei.) [5] | Weng, Zhiqiang (Weng, Zhiqiang.) [6]

Indexed by:

EI Scopus SCIE

Abstract:

A copper(I)-catalyzed interrupted click reaction in the presence of trifluoroacetic anhydride has been developed, wherein an N-trifhtoroacetyl group is used to accelerate the ring-opening of the putative 5-copper(I) triazolide intermediate. Under the optimized reaction conditions, a broad range of azides and alkynes were found to participate in this transformation, thus affording 3-trifluoromethyl-substituted 1,2,4-triazinones in moderate to excellent yields. The reaction has proven to be compatible with a variety of electron-withdrawing and electron donating groups, halogens; and nitrogen- and sulfur-containing heterocycles, as well as pharmaceutically relevant molecules.

Keyword:

click chemistry copper cycloaddition fluorine heterocycles

Community:

  • [ 1 ] [Wu, Wei]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Fujian, Peoples R China
  • [ 2 ] [Wang, Junwen]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Fujian, Peoples R China
  • [ 3 ] [Wang, Yukang]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Fujian, Peoples R China
  • [ 4 ] [Huang, Yangjie]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Fujian, Peoples R China
  • [ 5 ] [Tan, Yingfei]Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Fujian, Peoples R China
  • [ 6 ] [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 :

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

ISSN: 1433-7851

Year: 2017

Issue: 35

Volume: 56

Page: 10476-10480

1 2 . 1 0 2

JCR@2017

1 6 . 1 0 0

JCR@2023

ESI Discipline: CHEMISTRY;

ESI HC Threshold:226

JCR Journal Grade:1

CAS Journal Grade:2

Cited Count:

WoS CC Cited Count: 62

SCOPUS Cited Count: 64

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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