6533b857fe1ef96bd12b4ca2

RESEARCH PRODUCT

Catalytic aminomercuration of olefins in a tandem aminomercuration-deoxymercuration; One-step synthesis of secondary n-arylallylamines from allylalcohols

Julia Pérez-prietoJosé BarluengaGregorio Asensio

subject

Reaction mechanismTetrafluoroborateOrganic ChemistryBiochemistryCatalysisAdductchemistry.chemical_compoundAnilinechemistryDrug DiscoveryOrganic chemistryAmine gas treatingAliphatic compoundAmination

description

Abstract Allyl alcohols react with primary aromatic amines and stoichiometric amounts of mercury(II) tetrafluoroborate to give mixtures of mono- and diallyl anilines. However, the use of the tandem aminomercuration-deoxymercuration promoted by catalytic mercury(II) tetrafluoroborate allows to perform regiospecifically the monoallylation reaction with very high yields. A mechanism is proposed to account for the observed results.

https://doi.org/10.1016/s0040-4020(01)82026-3