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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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
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cited_by cdi_FETCH-LOGICAL-a411t-c3df6be880f7b6c46f6454ff78ab05e9455482da0136a63bc28f09bf7d3f5a0b3
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container_end_page 4364
container_issue 11
container_start_page 4359
container_title Organic letters
container_volume 21
creator Chen, Jun
He, Bin-Qing
Wang, Peng-Zi
Yu, Xiao-Ye
Zhao, Quan-Qing
Chen, Jia-Rong
Xiao, Wen-Jing
description 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.
doi_str_mv 10.1021/acs.orglett.9b01529
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title Photoinduced, Copper-Catalyzed Radical Cross-Coupling of Cycloketone Oxime Esters, Alkenes, and Terminal Alkynes
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