152189-75-8

Upstream product

• 95-55-6 2-amino-phenol 
• 645-45-4 hydrocinnamic acid chloride 
• 91523-37-4 N-methoxy-3,4-dihydro-1H-quinolin-2-one 
• 65690-71-3 N-(1-phenylpropionyl)-N-phenylhydroxylamine 
• 112403-88-0 O-methyl N-phenyl-3-phenylpropanohydroxamate 
• 692770-39-1 1-acetoxy-2-(3-phenyl-propionylamino)-benzene 
• 500294-49-5 1-benzoyloxy-2-(3-phenyl-propionylamino)-benzene 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 501-52-0 3-Phenylpropionic acid 

Downstream Products

• 692770-39-1 1-acetoxy-2-(3-phenyl-propionylamino)-benzene 
• 500294-49-5 1-benzoyloxy-2-(3-phenyl-propionylamino)-benzene 

Relevant academic research and scientific papers

Structure–activity relationship investigation of tertiary amine derivatives of cinnamic acid as acetylcholinesterase and butyrylcholinesterase inhibitors: compared with that of phenylpropionic acid, sorbic acid and hexanoic acid

In the present investigation, 48 new tertiary amine derivatives of cinnamic acid, phenylpropionic acid, sorbic acid and hexanoic acid (4d–6g, 10d–12g, 16d–18g and 22d–24g) were designed, synthesized and evaluated for the effect on AChE and BChE in vitro. The results revealed that the alteration of aminoalkyl types and substituted positions markedly influences the effects in inhibiting AChE. Almost of all cinnamic acid derivatives had the most potent inhibitory activity than that of other acid derivatives with the same aminoalkyl side chain. Unsaturated bond and benzene ring in cinnamic acid scaffold seems important for the inhibitory activity against AChE. Among them, compound 6g revealed the most potent AChE inhibitory activity (IC50 value: 3.64 μmol/L) and highest selectivity over BChE (ratio: 28.6). Enzyme kinetic study showed that it present a mixed-type inhibition against AChE. The molecular docking study suggested that it can bind with the catalytic site and peripheral site of AChE.

Highly Ligand-Controlled Regioselective Pd-Catalyzed Aminocarbonylation of Styrenes with Aminophenols

Achieving chemo- and regioselectivity simultaneously is challenging in organic synthesis. Transition metal-catalyzed reactions are effective in addressing this problem by the diverse ligand effect on the catalyst center. Ligand-controlled regioselective Pd-catalyzed carbonylation of styrenes with aminophenols was realized, chemoselectively affording amides. Using a combination of boronic acid and 5-chlorosalicylic acid as the additives, linear amides were obtained in high yields and selectivity using tris(4-methoxyphenyl)phosphine (L3) in acetonitrile, while branched amides were obtained in high yields and selectivity in butanone by changing the ligand to 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phenyl-6-phosphaadamantane (L5). Further studies show that the nature of the ligand is key to the regioselectivity. Cone angle and Tolman electronic parameter (TEP) have been correlated to the reactivity and regioselectivity. Studies on the acid additives show that different acids act as the proton source and the corresponding counterion can help enhance the reactivity and selectivity.

Migration of the Hydroxyl Group of N-Hydroxy-N-phenylamides to the Phenyl Group with Tertiary Phosphines and Tetrachloromethane. A Novel Transhydroxylation Reaction

The hydroxyl group of N-hydroxyl-N-phenylamides rearranges mainly to the ortho position of the N-phenyl ring by the system (n-Bu)3P-CCl4-CH3CN; use of less than a stoichiometric amount of (n-Bu)3P is effective for this reaction.

AlCl3-mediated Regioselective Migration of a Methoxy Group of N-Methoxy-N-phenylamides to the ortho Position of the Phenyl Ring

AlCl3-mediated decomposition of N-methoxy-N-phenylamides in dichloroethane leads to regioselective intramolecular migration of the methoxy group from the nitrogen to the ortho position of the phenyl ring via a tight ion pair intermediate.