2665-92-1

Upstream product

• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 100-61-8 N-methylaniline 
• 94298-51-8 N-methyl-N,3-diphenylprop-2-ynamide 
• 5765-65-1 4-(benzoyloxy)morpholine 
• 579-10-2 N-acetyl-N-methylaniline 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 98-86-2 acetophenone 
• 614-20-0 3-oxo-3-phenylpropionic acid 

Downstream Products

• 131976-97-1 2-hydroxyimino-3-oxo-3-phenyl-propionic acid-(N-methyl-anilide) 
• 2584-37-4 1-methyl-4-phenyl-1H-quinolin-2-one 
• 94298-57-4 3-hydroxy-1-methyl-4-phenylquinolin-2(1H)-one 
• 40624-99-5 2,2-dichloro-N-methyl-3-oxo-N,3-diphenylpropanamide 
• 2058-74-4 1-methyl-1H-indole-2,3-dione 

Relevant academic research and scientific papers

Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination

The reaction of enamine compounds with the Togni reagent in the presence of CuI afforded β-trifluoromethylated enamine intermediates, which were converted directly to biologically interesting trifluoromethylated 2H-azirines by an iodosobenzene (PhIO)-mediated intramolecular azirination in a one-pot process.

Selective α-amination and α-acylation of esters and amides via dual reactivity of O-acylhydroxylamines toward zinc enolates

Selective α-amination and α-acylation of esters and amides have been developed, employing O-acylhydroxylamines as a dually reactive aminating and acylating reagent. Treatment of zinc enolates with O-acylhydroxylamines provides solely 1,3-dicarbonyl compounds under mild conditions. Introduction of a copper catalyst into the system shifts the reactivity entirely, yielding α-amination products exclusively.

One-pot synthesis of 3-hydroxyquinolin-2(1 H)-ones from N-phenylacetoacetamide via PhI(OCOCF3)2-mediated α-hydroxylation and H2SO4-promoted intramolecular cyclization

A clean, one-pot synthesis of the biologically important 3-hydroxyquinolin-2(1H)-one compounds has been realized from the readily available N-phenylacetoacetamide derivatives through a PhI(OCOCF 3)2-mediated α-hydroxylation and a H 2SO4-promoted intramolecular condensation. The hydroxyl group in the generated α-hydroxylated intermediate can be well tolerated in the second H2SO4-promoted cyclization step.

Alkyne hydroarylation with Au N-heterocyclic carbene catalysts

Mono- and dinuclear gold complexes with N-heterocyclic carbene (NHC) ligands have been employed as catalysts in the intermolecular hydroarylation of alkynes with simple unfunctionalised arenes. Both mono- and dinuclear gold(III) complexes were able to catalyze the reaction; however, the best results were obtained with the mononuclear gold(I) complex IPrAuCl. This complex, activated with one equivalent of silver tetrafluoroborate, exhibited under acidic conditions at room temperature much higher catalytic activity and selectivity compared to more commonly employed palladium(II) catalysts. Moreover, the complex was active, albeit to a minor extent, even under neutral conditions, and exhibited lower activity but higher selectivity compared to the previously published complex AuCl(PPh3). Preliminary results on intramolecular hydroarylations using this catalytic system indicate, however, that alkyne hydration by traces of water may become a serious competing reaction.