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Indium-Mediated Reduction of Hydroxylamines to Amines

Indium-Mediated Reduction of Hydroxylamines to Amines

  1. Anonymous
    ORGANIC
    LETTERS
    2003
    Vol. 5, No. 10
    1773-1776
    Stefano Cicchi, Marco Bonanni, Francesca Cardona, Julia Revuelta, and
    Andrea Goti*
    Dipartimento di Chimica Organica “Ugo Schiff”, UniVersita` di Firenze,
    Via della Lastruccia 13, I-50019 Sesto Fiorentino (FI), Italy
    andrea.goti@unifi.it
    Received March 12, 2003

    A novel and simple procedure for reduction of hydroxylamines to the corresponding amines by means of indium powder in aqueous media
    is reported. Applicability to one-pot reactions and isoxazolidine N-O bond reduction is also demonstrated. A catalytic version of the process
    using 2-5% In in the presence of other metals (Zn, Al) has been successfully developed.