Organic Letters · 2016 · 106 citations · 25 references
Natural SciencesChemistryCatalysisPhysical ChemistryCatalytic MaterialsCatalytic MechanismsCross-coupling ReactionsHeterocycle SynthesisPhotocatalysisReaction MechanismsAsymmetric Cross-couplingCatalytic Reaction MechanismsCross CouplingDiazonium SaltsHydroxyl FunctionalizationPhotoredox CatalysisPhotoredox Cross-couplingTransition-metal-catalyzed Cross-coupling
Under dual gold/photoredox catalytic conditions, intermediates from the Meyer-Schuster rearrangement underwent an efficient cross-coupling with arene diazonium salts, leading to α-arylated enones. Diazonium salts assisted the dissociation of the propargyl hydroxyl group by forming alkoxydiazenes in the Meyer-Schuster rearrangement, and the coupling was proposed to proceed through an allenyl methyl ether.
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Dual Visible Light Photoredox and Gold-Catalyzed Arylative Ring Expansion
Xing‐Zhong Shu, Miao Zhang, Ying He et al. · Journal of the American Chemical Society · 2014 · 431 citations · Full text