Catalytic Bismuth(V)-Mediated Oxidation of Hydrazones into Diazo Compounds
Nour Tanbouza, Laurent Caron, Azadeh Khoshoei, Thierry Ollevier
Abstract
A new bismuth(V) oxidative catalytic system has been developed and applied for the conversion of hydrazones into diazo compounds. With the use of low catalytic amounts of Ph3Bi and AcOH with NaBO3·H2O as a terminal oxidant, the in situ formation of Ph3Bi(OAc)2 is capable of oxidizing hydrazones in excellent yields. The reaction was applied for the synthesis of diazocarbonyls and 2,2,2-trifluoromethyl diazoalkanes in good to excellent yields.
Topics & Concepts
DiazoChemistryOxidizing agentCatalysisBismuthTrifluoromethylCombinatorial chemistryOrganic chemistryAlkylCyclopropane Reaction MechanismsOxidative Organic Chemistry ReactionsMesoporous Materials and Catalysis