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Abstract:
A copper(I)-catalyzed interrupted click reaction in the presence of trifluoroacetic anhydride has been developed, wherein an N-trifluoroacetyl 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. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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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 HC Threshold:226
JCR Journal Grade:1
CAS Journal Grade:2
Cited Count:
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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