Organic Letters · 2003 · 58 citations · 8 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistryOrganometallic ChemistryHeterocycle SynthesisMicrowave-assisted SynthesisOrganic SynthesisOrganometallic SynthesisAmination ReactionsMicrowave-assisted CatalysisMicrowave-assisted Condensation ReactionsMicrowave-assisted Heterocycle SynthesisMicrowave-assisted Organic SynthesisQuinoline ChemistryQuinoline SynthesisStereoselective Amination
[reaction: see text] 1-Aminonaphthalenes and 5- and 8-aminoquinolines were rapidly prepared from the respective aryl bromides in good yields by Pd-catalyzed aryl amination under microwave conditions. Consistent improvements in yields over those obtained under standard conditions were seen with quinoline substrates. In the cases where 5-bromo-8-cyanoquinoline was used as a substrate, no desired products were obtained under standard conditions with a number of different primary and secondary amines. However, microwave conditions provided the desired products in good to excellent yields.
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