121045-39-4

Upstream product

• 1191415-07-2 4-bromo-2-(2,2-dibromovinyl)phenol 
• 2996-92-1 phenyl trimethylsiloxane 
• 98-86-2 acetophenone 
• 1142173-52-1 C₂₀H₁₄O 
• 35664-71-2 5-phenyl benzo[b]furan 
• 114-83-0 1-acetyl-2-phenylhydrazine 
• 589-87-7 1,4-bromoiodobenzene 
• 13141-26-9 5-bromo-2-phenylbenzo[b]furan 
• 98-80-6 phenylboronic acid 
• 591-50-4 iodobenzene 
• 109674-45-5 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 
• 1448818-05-0 3-(2,2-dibromovinyl)biphenyl-4-ol 
• 603-33-8 triphenylbismuthane 
• 1719-19-3 2-Methyl-4-phenyl-3-butyn-2-ol 

Relevant academic research and scientific papers

Linear polystyrene-stabilized palladium nanoparticles-catalyzed C-C coupling reaction in water

Linear polystyrene-stabilized PdO nanoparticles (PS-PdONPs) were prepared in water by thermal decomposition of Pd(OAc)2 in the presence of polystyrene. The immobilization degree of palladium was dependent on the molecular weight of polystyrene, while the size of the Pd nanoparticles was not. Linear polystyrene-stabilized Pd nanoparticles (PS-PdNPs) were also prepared using NaBH4 and phenylboronic acid as reductants. The catalytic activity of PS-PdONPs was slightly higher than that of PS-PdNPs for Suzuki coupling reaction in water. PS-PdONPs exhibited high catalytic activity for Suzuki and copper-free Sonogashira coupling reactions in water and recycled without loss of activity.

Arylation synthesis method for novel five-membered aromatic heterocycle and aromatic-ring five-membered aromatic heterocycle

The invention belongs to the technical field of organic synthesis and in particular relates to an arylation synthesis method for a five-membered aromatic heterocycle or an aromatic-ring five-memberedaromatic heterocycle under the participation of an arylhydrazine derivative serving as a novel arylation reagent. The method comprises the steps: adding a raw material and aroyl hydrazine into a reactor, and carrying out a reaction at 60-100 DEG C for 8-24h under the condition that an oxidant and a transition metal catalyst are added; after the reaction is ended, carrying out suction filtration, extracting a filtrate by using ethyl acetate, carrying out drying to obtain a crude product of a target compound, and carrying out column chromatography on silica gel to obtain a pure product of the target compound. The arylation synthesis method for the five-membered aromatic heterocycle or the aromatic-ring five-membered aromatic heterocycle is scientific and reasonable and has the advantages such as simplicity and convenience in operation, relatively high yield and simplicity in amplification and purification.

Transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols for efficient and facile synthesis of 2-substituted benzo[b]furans

A transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols was developed for the facile synthesis of 2-substituted benzo[b]furans. Various 2-aryl and 2-alkyl substituted benzo[b]furans can be obtained with good to excellent yields

Palladium-Catalyzed Regioselective C-2 Arylation of Benzofurans with N′-Acyl Arylhydrazines

A novel ligand-free palladium-catalyzed C-2 arylation of benzofurans has been developed using N′-acyl arylhydrazines as the coupling partners and TEMPO as an oxidant. This protocol features a wide functional-group tolerance and highly regioselective products with good to excellent yields.

Aerobic, Metal-Free, and Catalytic Dehydrogenative Coupling of Heterocycles: En Route to Hedgehog Signaling Pathway Inhibitors

The nitrosonium ion-catalyzed dehydrogenative coupling of heteroarenes under mild reaction conditions is reported. The developed method utilizes ambient molecular oxygen as a terminal oxidant, and only water is produced as byproduct. Dehydrogenative coupl

A Pincer Ruthenium Complex for Regioselective C-H Silylation of Heteroarenes

A pincer Ru(II) catalyst for the highly efficient undirected silylation of O- and S-heteroarenes with (TMSO)2MeSiH and Et3SiH is described, producing heteroarylsilanes with exclusive C2-regioselectivity, good functional-group tolerance, and high turnover numbers (up to 1960). The synthetic utility of the silylated products is demonstrated by Pd-catalyzed Hiyama-Denmark cross-coupling under mild conditions. One-pot, two-step silylation and coupling procedures have been also developed.

Palladium-catalyzed phosphine-free direct C-H arylation of benzothiophenes and benzofurans involving MIDA boronates

With high regioselectivity, a series of benzoheterocyclic compounds were synthesized via palladiium-catalyzed phosphine-free C-H arylation of benzothiophenes/benzofurans with aryl MIDA boronates at 30-50 °C in moderate to excellent yields. MIDA boronates were used in C-H arylation of heterocycles for the first time. Under the optimal conditions, the benzothiophenes could be transformed into the β-arylbenzothiophenes, and the benzofurans gave only α-aryl-substituted products.

Pd-catalyzed tandem chemoselective synthesis of 2-arylbenzofurans using threefold arylating triarylbismuth reagents

A tandem chemoselective synthesis of 2-arylbenzofurans was accomplished from o-hydroxy-gem-(dibromovinyl)benzenes and BiAr3 reagents under palladium-catalyzed conditions. This unique and synthetically valuable strategy proceeds through three consecutive coupling reactions involving triarylbismuth reagents and provides 2-arylbenzofuran products in high yields. A tandem chemoselective synthesis of 2-arylbenzofurans was accomplished from o-hydroxy-gem-(dibromovinyl)benzenes and BiAr3 reagents under palladium-catalyzed conditions. This unique and synthetically valuable strategy proceeds through three consecutive coupling reactions involving triarylbismuth reagents and provides 2-arylbenzofuran products in high yields. Copyright

A highly efficient tandem reaction of 2-(gem-dibromovinyl) phenols(thiophenols) with organosilanes to 2-arylbenzofurans (thiophenes)

2-Arylbenzofurans(thiophenes) were prepared through an efficient tandem elimination-intramolecular addition-Hiyama cross-coupling reaction. In the presence of tetra-(n-butyl)ammonium fluoride (TBAF), palladium(II) acetate [Pd(OAc)2] and triphenylphosphine (PPh3), the reaction of 2-(gem-dibromovinyl)phenols(thiophenols) with phenyl(trialkoxy)silanes proceeded smoothly and generated the corresponding products with good yields in one-pot. It should be noted that TBAF plays an important role in the tandem reaction. Copyright

Microwave-assisted efficient synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols and o-iodophenols

A simple, efficient and expeditious method for synthesis of 2-arylbenzo[b]furans and 2- ferrocenylbenzo[b]furans from readily prepared propargylic alcohols, o-iodophenols and silica gel with the catalyst of PdCl2(PPh3)2 (2 mol%)/CuI (2mol%) and microwave-promoted Sonogashira coupling/cyclization reaction is developed. The methodology can produce good to excellent yields. In addition, this method can also be completed in one-pot with iodobenzene, 2-methyl-3-butyn-2-ol and 2-iodo-4-methylphenol as reactants. Indian Academy of Sciences.