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Download fileVisible-Light-Mediated Deaminative Three-Component Dicarbofunctionalization of Styrenes with Benzylic Radicals
journal contribution
posted on 2018-11-26, 00:00 authored by Felix
J. R. Klauck, Hyung Yoon, Michael J. James, Mark Lautens, Frank GloriusThe
visible-light-mediated three-component dicarbofunctionalization
of styrenes using simple benzylic radicals is described. Notably,
this work describes a rare example of undirected dicarbofunctionalization
using unsubstituted benzyl radicals. Key to the success of this strategy
was the rational design and use of benzylic pyridinium salts as radical
precursors. Using this approach, abundant styrenes, electron-rich
heterocycles, and benzylic amines were combined to rapidly afford
a number of densely functionalized 1,1-diarylalkanes. A dipeptide-derived
pyridinium salt was applied in this transformation, which resembles
a visible-light-mediated deaminative generation of radicals from peptides.
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visible-light-mediated three-component dicarbofunctionalizationvisible-light-mediated deaminative generationbenzylic aminesdipeptide-derived pyridinium saltstyreneunsubstituted benzyl radicalselectron-rich heterocyclesundirected dicarbofunctionalizationVisible-Light-Mediated Deaminative Three-Component Dicarbofunctionalizationbenzylic radicalsbenzylic pyridinium saltsBenzylic Radicals