10229-60-4

Upstream product

• 2687-43-6 O-benzylhydoxylamine hydrochloride 
• 100-52-7 benzaldehyde 

Downstream Products

• 4383-24-8 N,O-dibenzylhydroxylamine 
• 172607-70-4 (phenylmethoxy)-N-(phenylmethoxy)-N-benzylcarboxamide 
• 172607-68-0 2,2,2-trifluoro-N-(phenylmethoxy)-N-benzylacetamide 
• 39896-97-4 benzyl-carbamic acid benzyl ester 
• 5555-82-8 N-(phenylmethoxy)-N-bnzylphenoxycarboxamide 
• 19051-17-3 (N-benzylacetylamino)acetate 
• 5553-70-8 N-acetyl-N,O-dibenzylhydroxylamine 
• 22003-17-4 O-phenyl N-benzylcarbamate 
• 7340-01-4 N-hydroxy-N-benzyl acetamide 
• 7387-69-1 N-benzyl-2,2,2-trifluoroacetamide 
• 588-46-5 N-(phenylmethyl)acetamide 

Relevant academic research and scientific papers

Sustainable Synthesis of Oximes, Hydrazones, and Thiosemicarbazones under Mild Organocatalyzed Reaction Conditions

Pyrrolidine catalyzes very efficiently, presumably via iminium activation, the formation of acyloximes, acylhydrazones, and thiosemicarbazones derived from aromatic and aliphatic aldehydes using equimolar amounts of reagents and green solvents. Experimental simplicity and excellent yields after a simple filtration are the main advantages of the method, being an alternative to those currently available especially for the acyl derivatives, which do not work under uncatalyzed conditions. Its application to the synthesis of acyloximes by direct condensation between aldehydes and acylhydroxylamines is unprecedented.

Reductive cleavage of N-O bonds in hydroxylamines and hydroxamic acid derivatives using samarium diiodide

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.

Intermolecular alkyl radical addition to the carbon-nitrogen double bond of oxime ethers and hydrazones

Intermolecular carbon radical addition to the carbon-nitrogen double bond of oxime ethers and hydrazones was studied. The reaction of unactivated aldoxime ethers proceeded smoothly in the presence of BF3·OEt2 to give the alkylated products in high yields via the free radical-mediated carbon- carbon bond-forming process.