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Transition‐Metal‐Catalyzed Hydroamination and Carboamination Reactions of Anthranilic Allenamides as a Route to 2‐Vinyl‐ and 2‐(α‐Styryl)quinazolin‐4‐one Derivatives
45
Citations
72
References
2012
Year
Anthranilic AllylamidesChemical EngineeringDerivativesEngineeringNatural SciencesDiversity-oriented SynthesisCarboamination ReactionsOrganic ChemistryCorresponding PropargylamidesCatalysisChemistryHeterocycle ChemistryQuinazolin‐4‐one DerivativesN ‐TosylallylamidesSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringAnthranilic Allenamides
Abstract 2‐Vinyl‐ and 2‐(α‐styryl)quinazolin‐4‐ones have been synthesized by intramolecular gold‐catalyzed hydroamination and palladium‐catalyzed carboamination of anthranilic allenamides, easily prepared by prototropic isomerization of the corresponding propargylamides. These procedures, which lead to N ‐Boc‐protected quinazolinones, represent a more flexible alternative to the reported palladium‐catalyzedamination of anthranilic allylamides, achievable only from N ‐tosylallylamides.
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