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 
• 135692-25-0 N-phenylbenzohydroxamate 
• 830-03-5 4-nitrophenol acetate 
• 100-52-7 benzaldehyde 
• 7677-24-9 trimethylsilyl cyanide 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 1137-96-8 N-(benzylidene)aniline N-oxide 
• 100-65-2 N-Phenylhydroxylamine 
• 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 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.

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.

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