The Journal of Organic Chemistry · 2012 · 74 citations · 81 references
Natural SciencesChemistryStrategyCombinatorial ChemistryOrganic ChemistryReaction EngineeringDiversity-oriented SynthesisHeterocycle SynthesisMicrowave-assisted SynthesisOrganic SynthesisAllylic FunctionalizationAllylic SubstitutionAmination ReactionsHeterocycle FunctionalizationMicrowave HeatingMicrowave-assisted Organic SynthesisPyrrole SynthesisStereoselective Amination
New three-component domino reaction providing divergent approaches to multifunctionalized fused pyrroles with different substituted patterns have been established (40 examples). The direct C(sp(3))-N bond formation was achieved through intermolecular allylic amination in a one-pot operation, and N-arylation of amines was realized by varying N-amino acid enaminones. The reaction is easy to perform simply by mixing three common reactants in acetic acid under microwave heating. The reaction proceeds at fast rates and can be finished within 30 min, which makes workup convenient to give good chemical yields.
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Strategies for Innovation in Multicomponent Reaction Design
Bruce Ganem · Accounts of Chemical Research · 2009 · 1.2K citations · Full text