962-07-2

Upstream product

• 622-58-2 p-Tolylisocyanate 
• 536-74-3 phenylacetylene 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 
• 6876-54-6 2-cyano-N-(4-methylphenyl)acetamide 
• 98-80-6 phenylboronic acid 

Downstream Products

• 70453-82-6 6-methyl-4-phenyl-quinolin-2-ol 
• 621-00-1 1,3-di-p-tolylurea 
• 98-86-2 acetophenone 
• 80392-85-4 2-Hydroxy-4-phenyl-6-p-tolylamino-nicotinonitrile 
• 80392-81-0 2-{Amino-[2-oxo-4-phenyl-6-p-tolylamino-2H-pyridin-(3Z)-ylidene]-methyl}-malononitrile 
• 80392-89-8 6-hydroxy-2-imino-4-phenyl-1-(p-tolyl)-1,2-dihydropyridine-3-carbonitrile 
• 128692-08-0 3-Benzoyl-2,6-dihydroxy-1-p-tolyl-1H-pyridin-4-one 
• 325845-04-3 5-benzoyl-2-hydroxy-4-methylsulfanyl-6-oxo-1-p-tolyl-1,6-dihydro-pyridine-3-carbonitrile 
• 133131-93-8 2-bromo-6-methyl-4-phenyl-quinoline 
• 20211-20-5 6,6'-dimethyl-4,4'-diphenyl-[2,2']biquinolyl 
• 121819-44-1 4-[hydroxy(phenyl)methylene]-1-(4-methylphenyl)pyrrolidine-2,3,5-trione 
• 1073059-14-9 3-benzoyl-1-(4-methylphenyl)-1,4-dihydro-2H-pyrido[2,3-b]pyrrolo[2,3-e]pyrazin-2-one 
• 1371607-89-4 2-fluoro-3-oxo-3-phenyl-N-(p-tolyl)propanamide 
• 1389343-02-5 3-benzoyl-6-methylquinolin-2(1H)-one 

Relevant academic research and scientific papers

Palladium catalysed hydrolysis-free arylation of aliphatic nitriles for the synthesis of 4-arylquinolin-2-one/pyrazolone derivatives

Palladium catalysed addition of arylboronic acid to the readily available 2-cyano-(N-aryl)-acetamide or ethyl-2-cyanoacetate followed by subsequent reaction transform them into the biologically significant 4-arylquinolin-2-one or pyrazolone derivatives. The reaction conditions are robust enough to prevent the hydrolysis of ester/amide moiety during arylation. In addition, the unactivated nitrile moiety in the acetonitrile also converted to the corresponding acetophenone derivative.

Copper-Catalyzed Aerobic Oxidations of 3-N-Hydoxyaminoprop-1-ynes to Form 3-Substituted 3-Amino-2-en-1-ones: Oxidative Mannich Reactions with a Skeletal Rearrangement

Cu-catalyzed aerobic oxidations of readily available 3-N-hydroxyaminopro-1-ynes with water, alcohols, or thiols to form diverse 3-substituted 3-amino-2-en-1-ones are described. The utility of this catalysis is manifested by a wide scope of applicable N-hydroxyl propargylamines and nucleophiles, thus enabling the design of one-pot cascade or two-step sequential reactions. Besides synthetic significances, such oxidative Mannich reactions are mechanistically interesting because structurally reorganized products were obtained. Our mechanistic studies reveal that the aerobic oxidations involve initial formation of nitrone intermediates, followed by the attack of nucleophiles. Herein, water and MeOH implement the conversion of nitrone intermediates to reaction products in two distinct pathways. Go Mannich! Cu-catalyzed aerobic oxidations of 3-N-hydroxyaminopro-1-ynes with water, alcohols, or thiols to form diverse 3-substituted 3-amino-2-en-1-ones are reported (see scheme). Such oxidative Mannich reactions are mechanistically interesting, because structurally reorganized products were obtained.

Enamines in solid-phase: Synthesis and reactivity towards electrophiles

Enamines are synthesized in solid-phase by amination of terminal, acetylenes with a secondary amine attached to Wang resin in a process catalyzed by mercury (II) acetate. The enamines obtained react with electrophiles such as isocyanates and nitroolefins to give rise to the expected addition products, which can be released from the resin by hydrolysis of the enamine under mild acidic conditions. (C) 2000 Elsevier Science Ltd.