Organic Letters · 2017 · 115 citations · 62 references
Natural SciencesChemical EngineeringChemistryCatalysisGreen ChemistryOrganic ChemistryCross-coupling ReactionsPhotocatalysisPhotochemistryRedox CatalysisRedox ChemistryRedox ReactionsArylation ReactionsPhotocatalytic MaterialsPhotocatalytic OxidationPhotocatalytic SynthesisPhotochemical Reaction MechanismsReductive Cross-couplingVisible-light Photocatalysis
The first visible-light-mediated radical–radical cross-coupling strategy that enables the direct arylation of carbonyl/iminyl derivatives in the presence of Et 3 N has been realized. Such an atom-economical protocol furnishes a broad scope of arylation products such as secondary/tertiary alcohols and amines via a PCET process that facilitates the challenging reduction of C═X (X = O, N). Mechanistic investigation indicates two photocatalytic redox cycles were involved in the process, and Et 3 N was proved to serve as a dual reductant and proton donor. Moreover, the isolated byproducts and controlled experiments could be considered as powerful supporting evidence for our hypothesis.
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Photoredox Catalysis in Organic Chemistry
Megan H. Shaw, Jack Twilton, David W. C. MacMillan · The Journal of Organic Chemistry · 2016 · 3.1K citations · Full text
Catalytic alkylation of remote C–H bonds enabled by proton-coupled electron transfer
Gilbert J. Choi, Qilei Zhu, David C. Miller et al. · Nature · 2016 · 770 citations · Full text