1215-41-4

Upstream product

• 64-18-6 formic acid 
• 64-17-5 ethanol 
• 100-97-0 hexamethylenetetramine 
• 614-30-2 N-methyl-N-phenyl-benzenemethanamine 
• 64-19-7 acetic acid 
• 93-61-8 N-methyl-N-phenylformamide 
• 1122-91-4 4-bromo-benzaldehyde 
• 103-67-3 benzyl-methyl-amine 
• 71-43-2 benzene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 39052-63-6 4-[4-(benzyl-methyl-amino)-benzylidene]-2-phenyl-4H-oxazol-5-one 
• 39052-64-7 4-[4-(benzyl-methyl-amino)-benzylidene]-2-styryl-4H-oxazol-5-one 
• 39052-65-8 4-[4-(benzyl-methyl-amino)-benzylidene]-2-(2-chloro-phenyl)-4H-oxazol-5-one 
• 39052-66-9 4-[4-(benzyl-methyl-amino)-benzylidene]-2-(4-chloro-phenyl)-4H-oxazol-5-one 
• 39052-68-1 4-[4-(benzyl-methyl-amino)-benzylidene]-2-(3-nitro-phenyl)-4H-oxazol-5-one 
• 39052-67-0 4-[4-(benzyl-methyl-amino)-benzylidene]-2-(2-nitro-phenyl)-4H-oxazol-5-one 
• 39052-69-2 4-[4-(benzyl-methyl-amino)-benzylidene]-2-(3,5-dinitro-phenyl)-4H-oxazol-5-one 

Relevant academic research and scientific papers

Nickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines

Herein, we describe a new catalytic approach to accessing aromatic amines from an abundant feedstock, namely phenols. The most reliable catalytic method for converting phenols to aromatic amines uses an activating group, such as a trifluoromethane sulfonyl group. However, this activating group is eliminated as a leaving group during the amination process, resulting in significant waste. Our nickel-catalyzed decarboxylation reaction of aryl carbamates forms aromatic amines with carbon dioxide as the only byproduct. As this amination proceeds in the absence of free amines, a range of functionalities, including a formyl group, are compatible. A bisphosphine ligand immobilized on a polystyrene support (PS-DPPBz) is key to the success of this reaction, generating a catalytic species that is significantly more active than simple nonsupported variants.

Synthesis of 3-[4-(dimethylamino)phenyl]alkyl-2-oxindole derivatives and their effects on neuronal cell death

Novel 3-[4-(dimethylamino)phenyl]alkyl-2-oxindole analogs were synthesized by either of the following two pathways: (1) a sequence of Knoevenagel condensation of oxindole with (4-dimethylamino)cinnamaldehyde–hydrogenation, or (2) alkylation of oxindole dianion with [(4-dimethylamino)phenyl]alkyl halides. Subsequent alkylation at C-3 and/or N-1 of the oxindole skeleton by anion-based methods provided additional substituted derivatives for structure-activity relationship studies. Their effects on neuronal cell death induced by oxidative stress were evaluated by lactate dehydrogenase assay. Compounds with the alkyl chain length of 2–4 significantly suppressed the neuronal cell death. No significant change occurred in the activity by substitution with less-polar groups. The stereochemistry at C-3 of the oxindole core was also irrelevant for the neuroprotective effects of these compounds.

NOVEL PROTEIN TYROSINE PHOSPHATASE - IB INHIBITORS

The present invention relates to the novel compounds of the general formula (I), wherein the symbols are same as described in specification, their pharmaceutically acceptable salts, their tautomeric forms, their stereoisomers, pharmaceutical compositions containing them, to process and intermediates for the preparation of the above said compounds, having the utility of these compounds in medicine and to methods for their therapeutic use, and their use in the treatment of diabetes and related diseases.

Scope and Limitations of the Pd/BINAP-Catalyzed Amination of Aryl Bromides

Mixtures of Pd2(dba)3 or Pd(OAc)2 and BINAP catalyze the cross-coupling of amines with a variety of aryl bromides. Primary amines are arylated in high yield, and certain classes of secondary amines are also effectively transformed. The process tolerates the presence of several functional groups including methyl and ethyl esters, enolizable ketones, and nitro groups provided that cesium carbonate is employed as the base. Most reactions proceed to completion with 0.5-1.0 mol % of the palladium catalyst; in some cases, catalyst levels as low as 0.05 mol % Pd may be employed. Reactions are considerably faster if Pd(OAc)2 is employed as the precatalyst, and the order in which reagents are added to the reaction has a substantial effect on reaction rate. It is likely that the catalytic process proceeds via bis(phosphine)palladium complexes as intermediates. These complexes are less prone to undergo undesirable side reactions which lead to diminished yields or catalyst deactivation than complexes of the corresponding monodentate triarylphosphines.

Improved functional group C compatibility in the palladium-catalyzed amination of aryl bromides

Aryl bromides are coupled with amines in the presence of a palladium catalyst and a stoichiometric amount of cesium carbonate. Using these conditions base-sensitive functional groups, which were incompatible with our previously reported catalytic-amination reaction conditions, are well tolerated.