14088-41-6

Upstream product

• 114078-85-2 5-Bromo-4-methyl-6-phenyl-[1,2,3]triazine 
• 100-47-0 benzonitrile 
• 123-54-6 acetylacetone 
• 93-91-4 1-phenylbutan-1,3-dione 
• 1136-45-4 5-methyl-3-phenylisoxazol-4-carboxylic acid 
• 1008-74-8 5-methyl-3-phenylisoxazole 
• 55337-45-6 4-ethoxy-4-phenyl-but-3-en-2-one 
• 7664-41-7 ammonia 

Downstream Products

• 1008-75-9 3-methyl-5-phenylisoxazole 
• 885700-88-9 5-((4-methoxyphenyl)diazenyl)-6-methyl-2,2,6-triphenyl-3H-1,3,2λ4-oxazaborine 
• 85814-61-5 1-(2,5-diphenyl-1H-pyrrol-3-yl)ethanone 
• 885700-91-4 6-acetyl-2-(4-methoxyphenyl)-3,3,5-triphenyl-4H-1,2,4,3λ4-triazaborine 

Relevant academic research and scientific papers

Tetrasubstituted 1,3-Enynes by Gold-Catalyzed Direct C(sp2)-H Alkynylation of Acceptor-Substituted Enamines

A gold-catalyzed synthesis of tetrasubstituted 1,3-enynes from hypervalent iodine(III) reagents and activated alkenes is reported. This reaction involves an in situ formed alkynyl Au(III) species and a subsequent direct C(sp2)-H functionalization of alkenes, offering 26 enynes in 62-92% yield with excellent functional group tolerance.

Synthesis of Thiazoles and Isothiazoles via Three-Component Reaction of Enaminoesters, Sulfur, and Bromodifluoroacetamides/Esters

A three-component strategy for the synthesis of thiazoles and isothiazoles has been developed by employing enaminoesters, fluorodibromoiamides/ester, and sulfur. The thiazoles and isothiazoles were formed via two C-F bond cleavages along with the formation of new C-S, C-N, and N-S bonds. The strategy provides high selectivity for the synthesis of thiazoles/isothiazoles, which have vital applications in drug discovery and development.

Asymmetric Aza-Diels-Alder Reactions of in Situ Generated β,β-Disubstituted α,β-Unsaturated N-H Ketimines Catalyzed by Chiral Phosphoric Acids

A novel asymmetric synthesis of dihydropyridinones with vicinal quaternary stereocenters has been realized by asymmetric aza-Diels-Alder reactions of 3-amido allylic alcohols with oxazolones enabled by chiral phosphoric acid catalysis. A series of aryl/alkyl- and alkyl/alkyl-disubstituted 3-amido allylic tertiary alcohols and 4-substituted oxazolones could be well tolerated in these reactions, producing dihydropyridinones with excellent diastereoselectivities and high enantioselectivities. Mechanistic study and control experiments were performed to shed light on the reaction mechanism, in which a configurationally defined β,β-disubstituted α,β-unsaturated N-H ketimine was proposed as the key intermediate.

Reactions of β-diketone compounds with nitriles catalyzed by Lewis acids: A simple approach to β-enaminone synthesis

Aluminium chloride selectively promoted the nucleophilic attack of β-diketone compounds with nitriles to give enaminones. Moreover a plausible mechanism for this transformation was given.

The substitution of 5-halo-1,2,3-triazines with electrolytically generated superoxide

Electrolytically generated superoxide reacted with 5-halo-1,2,3-triazines 1 to afford 5-hydroxy-1,2,3-triazines 2. Reaction of 1 with hydroxide anion or potassium superoxide resulted in complicated mixture of products, therefore the reaction was specific for electrogenerated superoxide. The reaction mechanism was investigated with electrochemical methods, and it was revealed that one electron transfer from superoxide to 1 initialized the reaction.