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Dioxygen-Triggered Oxidative Radical Reaction: Direct Aerobic Difunctionalization of Terminal Alkynes toward β-Keto Sulfones
483
Citations
53
References
2013
Year
Terminal AlkynesSulfinic AcidsEngineeringBiochemistryNatural SciencesRadical (Chemistry)Diversity-oriented SynthesisOperando Ir ExperimentsOrganic ChemistryCatalysisRedox ChemistryChemistryDeoxygenationβ-Keto SulfonesHigh SelectivityDirect Aerobic DifunctionalizationSynthetic Chemistry
An unprecedented dioxygen-triggered oxidative radical process was explored using dioxygen as the solely terminal oxidant, realizing aerobic oxidaitve difunctionalization of terminal alkynes toward β-keto sulfones with high selectivity. Operando IR experiments revealed that pyridine not only acts as a base to successfully surpress ATRA (atom transfer radical addition) process, but also plays a vital role in reducing the activity of sulfinic acids.
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