172216-41-0Relevant academic research and scientific papers
Reductive cleavage of N-O bonds in hydroxylamines and hydroxamic acid derivatives using samarium diiodide
Keck, Gary E.,Wager, Travis T.,McHardy, Stanton F.
, p. 11755 - 11772 (2007/10/03)
An efficient process for the reductive cleavage of N-O bonds using samarium diiodide is detailed for a variety of structural types to define the scope and limitations of the method. The reduction is shown to be compatible with base sensitive substrates such as trifluoroacetamide derivatives, which cannot be reduced satisfactorily using aluminum amalgam or sodium amalgam. Direct quenching of the reduction mixture with acylating agents is demonstrated to provide high yields of protected amines in a one-pot process from the N-O derivatives.
A convenient method for the preparation of N-aryl and N-alkyl-O-methyl hydroxylamines
Santos,Lobo,Prabhakar
, p. 3509 - 3518 (2007/10/03)
Trifluoroaceto or p-nitrobenzo-N-substituted hydroxamic acids are smoothly methylated with diazomethane and the products cleanly cleaved by hydrazine to provide the title compounds.
