19958-58-8

Upstream product

• 304-88-1 N-phenylbenzohydroxamic acid 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 546-67-8 lead(IV) tetraacetate 
• 201024-81-9 C,N-diphenylnitrone 
• 100-65-2 N-Phenylhydroxylamine 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 1137-96-8 N-(benzylidene)aniline N-oxide 
• 100-52-7 benzaldehyde 
• 7677-24-9 trimethylsilyl cyanide 
• 21251-12-7 N-benzoyl-O-acetylhydroxylamine 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 98-88-4 benzoyl chloride 

Downstream Products

• 54245-99-7 N-phenyl-N-benzoyl-O-methylhydroxylamine 
• 3559-26-0 (2-benzoylamino-phenyl)-acetic acid methyl ester 
• 119878-68-1 8-phenylamino-2′-deoxyguanosine 
• 106737-75-1 (2-benzoylamino-phenyl)-acetic acid 
• 13034-85-0 N-(thiobenzoyl)-N-phenylhydroxylamine 

Relevant academic research and scientific papers

Synthesis of N-acetoxy-N-arylamides via diacetoxyiodobenzene promoted double acylation reaction of hydroxylamines with aldehydes

A facile and efficient synthesis of N-acetoxy-N-arylamides through double acylations of hydroxylamines with aldehydes and diacetoxyiodobenzene is reported. The yields of the products are good to excellent.

Synthesis of Benzimidazolones via One-Pot Reaction of Hydroxylamines, Aldehydes, and Trimethylsilyl Cyanide Promoted by Diacetoxyiodobenzene

A novel and efficient PhI(OAc)2-promoted one-pot reaction of aromatic hydroxylamines, aldehydes, and TMSCN in the presence of BF3·Et2O is described. A wide variety of N-substituted benzimidazolones are obtained with satisfactory yields under mild reaction conditions. The method was proven to be efficient for the synthesis of benzimidazolone derivatives from readily available starting materials.

Transition-Metal-Free Synthesis of N-Aryl Hydroxamic Acids via Insertion of Arynes

An efficient and transition-metal-free N-arylation of amides via the insertion of arynes into the N-H bonds in the N-alkoxy amides is described. A variety of the reactive functional groups including the reactive aldehyde carbonyl group, furan ring, carbon-carbon double bonds, and free N-H bond of indole are found to be compatible with this process. In particular, the protocol is applicable in the synthesis of structurally diverse N-aryl hydroxamates and hydroxamic acids derived from N-protecting amino acids and peptides. In the presence of multiple amide N-H bonds, the N-arylation reaction can proceed selectively in the N-H bonds of terminal N-OBn amides giving rise to the desired N-aryl hydroxamates.

The α-effect in micelles: Nucleophilic substitution reaction of p-nitrophenyl acetate with N-phenylbenzohydroxamate ion

Pseudo-first-order rate constants have been determined for the nucleophilic substitution reactions of p-nitrophenyl acetate with p-chlorophenoxide (4-ClC6H4O-) and N-phenylbenzohydroxamate (C6H5CON(C

Synthesis and characterization of model ultimate carcinogens/metabolites derived from lead tetraacetate oxidation of arylnitrones: 2′-Deoxyguanosine adducts

The synthesis of model reactive metabolites 4a-c by lead tetraacetate (LTA) oxidation of arylnitrones 3a-c is described. Compounds 4a-c react with deoxyguanosine (dG) to give N-benzoylated C8-adducts 5a-c. Following debenzoylation with the heterogeneous system (sodium carbonate/methanol) leads to the corresponding C8-adducts 6a-c.

Selective O-acylation of aromatic hydroxylamines by 2-acylimidazolium and 2-acylbenzimidazolium salts

2-Acyl 1,3-dimethylbenzimidazolium and 2-acyl 1,3-dimethylimidazolium salts react with N-aromatic hydroxylamines in the presence of base to give the O-acyl derivatives.

Synthetic Applications of N-Aryl-O-acyl Hydroxamic Acids. A Convenient Route to 3-Substituted N-Benzoyl Oxindoles

The enol silylethers of N-acyloxybenzanilides undergo smooth rearrangement to afford o-aminobenzoyl-phenylacetic acids and thence to oxindoles by dehydration.Key words: Oxindole; O-acyl hydroxamic acid; O-silylether; 3,3-rearrangement; cyclisation