Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 2, Pages 1046-1055Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02714
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Funding
- Natural Science Basic Research Plan in Shaanxi Province of China [2016JZ002]
- National Natural Science Foundation of China [21602168]
- Fundamental Research Funds of the Central Universities [zrzd2017001, xjj2016056, 1191329724]
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The copper-catalyzed cyclization of activated alkenes with cyclobutanone O-aryl oximes under redox-neutral conditions has been reported. This facile protocol provided an efficient approach to a variety of cyanoalkylated oxindoles and dihydroquinolin-2(1H)-ones with a broad substrate scope and excellent functional group tolerance. In this reaction, sequential C-C bond cleavage, radical addition, and cyclization processes were involved, wherein multiple bonds were constructed in a one-pot reaction. Mechanistic studies suggest that the reaction probably proceeded via a radical pathway.
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