4 years ago

Photoinduced Remote Functionalizations via Iminyl Radical-Promoted C-C and C-H Bond Cleavage Cascades.

James J. Douglas, Daniele Leonori, Nadeem S. Sheikh, Sara P. Marcillo, Elizabeth M. Dauncey
A photoinduced cascade strategy leading to a variety of differentially functionalized nitriles and ketones has been developed. These protocols rely on the oxidative generation of iminyl radicals from simple oximes. Radical transposition by sp3-sp3 C-C and sp3 C-H bond cleavages gives access to distal carbon-radicals that undergo SH2-functionalizations. These mild, visible-light-mediated protocols allow remote fluorinations, chlorinations and azidations and have been applied to the modification of bioactive and structurally complex molecules.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201710790

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