6533b831fe1ef96bd129990b

RESEARCH PRODUCT

Palladium-catalyzed synthesis of aryl-substituted polyamine compounds from aryl halides

Roger GuilardRoger GuilardIrina P. BeletskayaIrina P. BeletskayaAlla G. BessmertnykhAlla G. Bessmertnykh

subject

Primary (chemistry)010405 organic chemistryArylSodiumOrganic Chemistrychemistry.chemical_elementHalide010402 general chemistry01 natural sciencesBiochemistryMedicinal chemistry0104 chemical sciencesCatalysischemistry.chemical_compoundchemistryFerroceneDrug Discovery[CHIM]Chemical SciencesOrganic chemistryPolyamineComputingMilieux_MISCELLANEOUSPalladium

description

The reaction of polyamines having primary amino groups and 1,2-diaminoethane and/or 1,3-diaminopropane fragments with aryl bromides or iodides in the presence of sodium tert-butoxide and (dppf)PdCl2 (dppf = 1,1′-bis(diphenylphosphino)ferrocene) proceeds selectively leading to monoaryl-substituted derivatives of polyamine. This reaction provides a convenient method of arylation of di-, tri- and tetraamine compounds. The Pd-catalyzed reactions of 1,3-diaminopropane and 3,3′-diaminodipropylamine with more reactive 1-bromonaphthalene can be used for the preparation of sym-dinaphthyl derivatives of these amines.

https://doi.org/10.1016/s0040-4039(97)00363-8