Photoinduced, Copper-Catalyzed Radical Cross-Coupling of Cycloketone Oxime Esters, Alkenes, and Terminal Alkynes

A photoinduced, copper-catalyzed three-component radical cross-coupling of cycloketone oxime esters, alkenes, and terminal alkynes is described for the first time. Key to the success of this process was the integration of photoinduced iminyl radical-mediated C–C bond cleavage with the conceptual sim...

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Bibliographic Details
Published in:Organic letters 2019-06, Vol.21 (11), p.4359-4364
Main Authors: Chen, Jun, He, Bin-Qing, Wang, Peng-Zi, Yu, Xiao-Ye, Zhao, Quan-Qing, Chen, Jia-Rong, Xiao, Wen-Jing
Format: Article
Language:English
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Summary:A photoinduced, copper-catalyzed three-component radical cross-coupling of cycloketone oxime esters, alkenes, and terminal alkynes is described for the first time. Key to the success of this process was the integration of photoinduced iminyl radical-mediated C–C bond cleavage with the conceptual simplicity of copper-catalyzed radical cross-coupling. This protocol provides access to cyanoalkyl-containing propargylic compounds in good yields.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b01529