Cu(I)-Catalyzed <i>gem</i>-Aminoalkynylation of Diazo Compounds: Synthesis of Fluorinated Propargylic Amines
Nieves P. Ramirez, Guillaume Pisella, Jérôme Waser
Abstract
-aminoalkynylation of fluorinated diazo compounds catalyzed by a simple Cu(I) salt is described. This three-component reaction allows the synthesis of propargylic amines with broad functional group tolerance. Both electron-rich and electron-poor anilines can be used as nucleophiles and alkyl-, aryl-, and silyl-substituted EthynylBenziodoXoles (EBX) as electrophiles.
Topics & Concepts
ChemistryDiazoElectrophileNucleophileSilylationArylCatalysisAlkylSalt (chemistry)Organic chemistryElectrophilic fluorinationMedicinal chemistryCombinatorial chemistryCyclopropane Reaction MechanismsFluorine in Organic ChemistryCatalytic C–H Functionalization Methods