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Iron Nanoparticles-Catalyzed Electrophilic Amination of Functionalized Organocopper and Organozinc Reagents

[ Vol. 16 , Issue. 11 ]


Sukalyan Bhadra, Sabir Ahammed and Brindaban C. Ranu   Pages 1453 - 1460 ( 8 )


The electrophilic amination of functionalized organocopper and organozinc reagents by N,N-dialkyl-O-benzoyl hydroxylamine derivatives to provide functionalized tertiary aryl amines has been accomplished efficiently at ambient temperature using in situ generated Fe(0) nanoparticles from Fe(acac)3. The formation and role of Fe(0)-nanoparticles were investigated. The mechanism involving Feassisted nucleophilic displacement at the nitrogen centre of the hydroxylamine derivative by the Cu/Zn-reagents is described. The organo- copper/zinc reagents are readily prepared by the treatment of the corresponding Grignard reagents with CuI and ZnCl2 respectively.


Electrophilic amination, Tertiary aryl amines, Organocopper reagent, Organozinc reagent, Iron(0) nanoparticles


Department of Organic Chemistry, Indian Association for the cultivation of Science, Jadavpur, Kolkata - 700032, India.

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