The Journal of Organic Chemistry · 2018 · 16 citations · 29 references
α-Arylhydrazo-β-keto Sulfone DerivativesChemical EngineeringDiversity Oriented SynthesisEngineeringNatural SciencesDiversity-oriented SynthesisOrganic ChemistryDiazonium SaltsAvailable AlkenesCatalysisOrganometallic CatalysisChemistrySynthetic ChemistryFour-component Oxysulfonylation/diazenylation
A new and convenient method for one-pot synthesis of α-arylhydrazo-β-keto sulfones is developed via Cu (II)-catalyzed oxysulfonylation/diazenylation of alkenes. This four-component cascade reaction enables a series of α-arylhydrazo-β-keto sulfone derivatives accessed from readily available alkenes, sulfinates, and diazonium salts under aerobic conditions. Furthermore, the 3-sulfonyl cinnolin-4(1 H)-one skeleton is successfully constructed from the corresponding α-arylhydrazo-β-keto sulfone product under basic conditions.
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