Metal-free iminyl radical-mediated C–C single bond cleavage/functionalization of redox-active oxime esters

Literature Information

Publication Date 2020-01-13
DOI 10.1039/C9QO01446B
Impact Factor 5.281
Authors

Miao-Miao Zhang, Shi-Hong Li, Jia-Lin Tu, Qing-Qiang Min, Feng Liu


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Abstract

A visible-light-driven iminyl radical-mediated C–C bond cleavage and functionalization of cycloketone oxime esters have been accomplished. This protocol is simple and does not require expensive and toxic photoredox and/or transition-metal catalysis, providing a novel catalyst-free strategy for alkylation, allylation, vinylation and alkynylation through addition of C(sp3)-centered radicals to various unsaturated acceptors. The commercially available and photoactive Hantzsch ester effectively serves as an electron donor, as well as a hydrogen atom source.

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DOI: 10.1039/C9QO90025J

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Organic Chemistry Frontiers
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