C–C bond cleavage arylation and alkenylation of cyclobutanone oxime ethers via photoredox/nickel catalysis

A unique strategy for iminyl radical-mediated C–C bond cleavage arylation and alkenylation of cyclobutanone oxime ethers is described. This protocol features broad substrate scope, excellent functional group compatibility, and efficient applicability to the cyanoalkylation of complex drug molecules....

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Veröffentlicht in:Organic Chemistry Frontiers 2024-10, Vol.11 (21), p.6104-6109
Hauptverfasser: Peng, Chenglin, Tang, Yingru, Sun, Shili, Wei, Yu, Zhou, Weiji, Guo, Li-Na, Xu, Liang, Liu, Shuai
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Sprache:eng
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Zusammenfassung:A unique strategy for iminyl radical-mediated C–C bond cleavage arylation and alkenylation of cyclobutanone oxime ethers is described. This protocol features broad substrate scope, excellent functional group compatibility, and efficient applicability to the cyanoalkylation of complex drug molecules. The key step to the success of this protocol is the halogen radical-initiated HAT process, which converts the oxime ether to the active iminyl radical intermediate.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D4QO01364F