959085-52-0

Upstream product

• 1216-96-2 2-aminophenyl p-toluenesulfonate 
• 108-24-7 acetic anhydride 
• 98-95-3 nitrobenzene 
• 75-36-5 acetyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 100-65-2 N-Phenylhydroxylamine 
• 27688-42-2 N-Acetyl-O-p-toluolsulfonyl-N-phenyl-hydroxylamin 
• 1795-83-1 N-Phenylacetohydroxamic acid 
• 614-80-2 2-(acetylamino)phenol 

Downstream Products

• 614-80-2 2-(acetylamino)phenol 
• 104-15-4 toluene-4-sulfonic acid 
• 1098336-38-9 N-[2-(4-amino-phenylethynyl)-phenyl]-acetamide 
• 1253579-68-8 N-(2-cyclopentylethynyl-phenyl)-acetamide 
• 1098336-35-6 N-(2-hept-1-ynyl-phenyl)-acetamide 

Relevant academic research and scientific papers

Facile One-pot Protocol of Derivatization Nitropyridines: Access to 3-Acetamidopyridin-2-yl 4-methylbenzenesulfonate Derivatives

This paper discloses an efficient one-pot protocol to convert easily accessible 3-nitropyridines to 3-acetamidopyridin-2-yl 4-methylbenzenesulfonate derivatives which are core structures of many pharmaceutical molecules. The strategy successfully combined a three-step reaction in one pot via progressively adding different reactants at rt. The reaction displays good functional group tolerance and regioselectivity. Structurally diversified 3-nitropyridine could be time-efficiently (3.5 h) derivatized to various functional 2-O,3-N-pyridines which are apt for further elaborations. The transformation was amenable to gram-scale synthesis.

Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids

Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (≥254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N- phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids.

Sulfonylation-induced N-to O -Acetyl migration in 2-acetamidoethanol derivatives

The first example of sulfonylation-induced N- to O-acetyl migration of 2-acetamidoethanol derivatives is described. This type of reaction could happen with any 2-acetamidoethanol derivatives under typical sulfonylation conditions (TsCl or MsCl, pyridine) and might be a common side reaction of significance. Furthermore, the results reveal that 2-acetamidoethanol derivatives with a sterically encumbered hydroxyl group result in the migration products in high yields. The mechanism of the migration reaction is discussed.