106508-97-8

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 5142-75-6 tri(p-tolyl)bismuth 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 5720-05-8 4-methylphenylboronic acid 
• 1160723-48-7 N-benzyl-N-((4-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide 
• 609769-63-3 N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine 
• 1174638-52-8 N-benzyl-4-methyl-N-(prop-1-yn-1-yl)benzenesulfonamide 
• 496922-59-9 N-benzyl-N-(1-octynyl)-p-toluenesulfonamide 
• 348-06-1 p-carboethoxybenzenediazonium tetrafluoroborate 
• 108-88-3 toluene 
• 2042-37-7 o-cyanobromobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 49742-56-5 methyl 4-(4-tolyl)benzoate 
• 106509-00-6 C₆₆H₆₆N₂O₁₄S₂ 

Relevant academic research and scientific papers

Palladium-Catalyzed Three-Component Coupling of Ynamides

A palladium-catalyzed regioselective three-component coupling of ynamides was developed. The reaction proceeded smoothly to furnish the desired products when carried out at 70 °C in acetonitrile/water with potassium carbonate in the presence of 2.5 mol percent Pd2(dba)3·CHCl3 without a ligand. Various iodides and boronic acids were used in this reaction, and a carbon-carbon bond was formed with satisfactory regioselectivity from the ynamides.

Dual gold and photoredox catalysed C-H activation of arenes for aryl-aryl cross couplings

A mild and fully catalytic aryl-aryl cross coupling via gold-catalysed C-H activation has been achieved by merging gold and photoredox catalysis. The procedure is free of stoichiometric oxidants and additives, which were previously required in gold-catalysed C-H activation reactions. Exploiting dual gold and photoredox catalysis confers regioselectivity via the crucial gold-catalysed C-H activation step, which is not present in the unselective photocatalysis-only counterpart.

Nickel-catalyzed cross-coupling of non-activated or functionalized aryl halides with aryl grignard reagents

Figure Presented New nickel complexes can efficiently catalyze cross-coupling of unactivated and deactivated aryl chlorides and fluorides with aryl Grignard reagents. The reaction can tolerate functional groups in aryl chlorides with or without the aid of additives, depending on the substrates (see scheme).

Structure-reactivity relationships in negishi cross-coupling reactions

Competition experiments have been performed to determine the relative reactivities of substituted bromobenzenes and of different arylzinc reagents in the [Pd(PPh3)4]-catalyzed Negishi cross-coupling reaction in THF at 25 °C. The crosscoupling reactions are accelerated by electron acceptors in the bromobenzenes, the effect of which increases in the order ortho a larger effect than substituent variations in the arylzinc halides (ρ = -0.98).

A new palladium catalyzed protocol for atom-efficient cross-coupling reactions of?triarylbismuths with aryl halides and triflates

A new palladium catalyzed protocol for an atom-efficient cross-coupling reaction of triarylbismuths with aryl halides and triflates has been described. The palladium catalytic system with Cs2CO3 base was found to be very efficient in DMA solvent to furnish excellent yields of cross-coupled functionalized biaryls in short reaction times.