Journal
ORGANIC LETTERS
Volume 21, Issue 18, Pages 7630-7634Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02933
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Funding
- National Natural Science Foundation [21772046]
- Natural Science Foundation of Fujian Province [2016J01064]
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We present a novel Cu-catalyzed aromatic metamorphosis of 3-aminoindazoles via oxidative cleavage of two C-N bonds of 3-aminoindazoles. This unprecedented reactivity of 3-aminoindazoles allows one to forge diverse nitrile-containing triphenylenes in decent yields via generation of the cyano group in situ. The current study reveals that 3-aminoindazoles could be harnessed as radical precursors via oxidative denitrogenation, the reaction mechanism of which was supported by density functional theory calculations.
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