N<sup>1</sup>-Allylation of Arylhydrazines via a Palladium-Catalyzed Allylic Substitution
Xiaojing Wang, Xiaoshuo Wang, Shubing Shu, Jianchao Liu, Qi Liu, Tao Wang, Zhenming Zhang
Abstract
A direct and efficient method for constructing N, N -disubstituted hydrazines via a palladium-catalyzed allylic substitution of allyl acetates with arylhydrazines as nucleophiles has been developed. This method is highly selective in terms of both chemo- and regio-selectivity and is carried out under an open-air system with the use of the DPPPy phosphine ligand. Additionally, this reaction is compatible with a wide variety of substrates, including those bearing reactive groups such as Cl, Br, and I, to afford various N 1 -allylation products in moderate to good yields under simple and mild reaction conditions.
Topics & Concepts
ChemistryAllylic rearrangementPalladiumPhosphineCatalysisSelectivitySubstitution reactionLigand (biochemistry)NucleophileSubstitution (logic)Combinatorial chemistryMedicinal chemistryOrganic chemistryProgramming languageReceptorComputer scienceBiochemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsChemical Synthesis and Analysis