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Abstract:
Here, we report an unprecedented gold(I)-induced beta-site regioselective formal [3 + 2] cycloaddition of ynamides with pyrido[1,2-b]indazoles, giving 3-amido-7-(pyrid-2'-yl)indoles in good to excellent yields. A complex of gold(I) catalyst with ynamide was isolated and characterized by X-ray diffraction analysis for the first time. Mechanistic investigations suggest the reaction pathway involves a gold-stabilized carbocation intermediate, which in turn participated in sequential C-H bond functionalization of the ortho-position of the phenyl ring.
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JOURNAL OF ORGANIC CHEMISTRY
ISSN: 0022-3263
Year: 2016
Issue: 18
Volume: 81
Page: 8142-8154
4 . 8 4 9
JCR@2016
3 . 4 0 0
JCR@2023
ESI Discipline: CHEMISTRY;
ESI HC Threshold:235
JCR Journal Grade:1
CAS Journal Grade:2
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ESI Highly Cited Papers on the List: 0 Unfold All
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30 Days PV: 0
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