108321-69-3

Upstream product

• 110-86-1 pyridine 
• 108-90-7 chlorobenzene 
• 94-36-0 dibenzoyl peroxide 
• 92-52-4 biphenyl 
• 90-41-5 2-phenylaniline 
• 938-81-8 N-nitrosoacetanilide 
• 100-34-5 benzene diazonium chloride 
• 2396-01-2 phenyl radical 
• 80-18-2 Methyl benzenesulfonate 
• 981-18-0 triphenyl(phenylazo)methane 
• 71-43-2 benzene 
• 95-51-2 o-chloroaniline 
• 66003-76-7 Diphenyliodonium triflate 
• 64146-89-0 diphenylchloronium hexafluorophosphate 

Downstream Products

• 58182-63-1 [14C]-Itanoxone 
• 73844-62-9 4-<4'-(2-chlorophenyl)phenyl>-4-oxo-2-methylenebutanoic acid 
• 172723-84-1 2-(2'-hydroxy-biphenyl-4-carbonyl)-benzoic acid 
• 860597-66-6 2-(2'-amino-biphenyl-4-carbonyl)-benzoic acid 
• 90-41-5 2-phenylaniline 
• 59964-94-2 (biphenyl-2-yl)hydrazine 
• 606-97-3 2-benzyl-1,1'-biphenyl 
• 10271-65-5 2-(phenylethynyl)-1,1'-biphenyl 
• 14925-09-8 2-(N-methylamino)-1,1'-biphenyl 
• 91306-98-8 2-(2'-Chloro-biphenyl-4-yl)-1-(4-chloro-phenyl)-5-methyl-1H-pyrrole 
• 73844-66-3 5-<4'-(2-chlorophenyl)phenyl>-5-hydroxy-3-methyl-2,5-dihydrofuran-2-one 

Relevant academic research and scientific papers

Azaindoles as Zinc-Binding Small-Molecule Inhibitors of the JAMM Protease CSN5

CSN5 is the zinc metalloprotease subunit of the COP9 signalosome (CSN), which is an important regulator of cullin-RING E3 ubiquitin ligases (CRLs). CSN5 is responsible for the cleavage of NEDD8 from CRLs, and blocking deconjugation of NEDD8 traps the CRLs in a hyperactive state, thereby leading to auto-ubiquitination and ultimately degradation of the substrate recognition subunits. Herein, we describe the discovery of azaindoles as a new class of CSN5 inhibitors, which interact with the active-site zinc ion of CSN5 through an unprecedented binding mode. The best compounds inhibited CSN5 with nanomolar potency, led to degradation of the substrate recognition subunit Skp2 in cells, and reduced the viability of HCT116 cells.

A Highly Active Catalyst System for Suzuki-Miyaura Coupling of Aryl Chlorides

A series of new Pd(II) complexes with simple structures were designed and synthesized for Suzuki-Miyaura coupling reactions of aryl chlorides. The new Pd(II) complexes contain bidentate amine ligands, and their structures were characterized by single-crystal X-ray diffraction. They are highly efficient for Suzuki-Miyaura coupling reactions of aryl chlorides with low catalyst loadings (0.01 mol %) in aqueous media at room temperature. Two possible reaction pathways involving a PdII/0/II and a PdII/IV/II catalytic cycle are proposed, and the mechanism was further investigated using density functional theory (DFT) calculations.

Palladium-catalyzed suzuki-miyaura type coupling reaction of aryl halides with triphenylborane-pyridine

The Suzuki-Miyaura type coupling reaction of aryl halides with triphenylborane-pyridine was described. The reaction can be catalyzed by Pd(OAc)2 (5 mol%) in presence of Cs2CO3 at 50°C or 80°C, and functionalized biaryls were obtained in good to excellent yields. This protocol is general and can tolerate a wide range of functional groups. The Suzuki-Miyaura type coupling reaction of aryl halides with triphenylborane-pyridine was described. The reaction can be catalyzed by Pd(OAc)2 (5 mol%) in the presence of Cs2CO3 at 50°C or 80°C, and functionalized biaryls were obtained in good to excellent yields. This protocol is general and can tolerate a wide range of functional groups. Copyright

Dechlorination of hexachlorobiphenyl by using potassium-sodium alloy

2,2',4,4',5,5'-Hexachlorobiphenyl (HCB) was dechlorinated with potassium-sodium (K-Na) alloy under an inert gas atmosphere. Solvent effect was observed in the reaction. Dechlorination yields in benzene and cyclohexane were 99.9998% and 99.99996%, respecti

Bis(tetrazolyl)benzenes as ligands in the Suzuki reaction: Promoters or inhibitors?

The Suzuki cross-coupling with phenylboronic acid in the presence of the Pd(OAc)2/K3PO4/DMF catalytic system was successful for aryl bromides and somewhat poorer for aryl chlorides. Addition of 1,3-bis(tetrazol-1-yl)benzene or its analogs lowered the yields of biaryls.

Polydopamine nanofilms as visible light-harvesting interfaces for palladium nanocrystal catalyzed coupling reactions

Light-harvesting material is of great importance for the efficient use of solar energy to drive catalytic reactions in chemistry. We herein report mussel-inspired polydopamine nanofilms as light-harvesting interfaces for heterogeneous palladium catalyzed coupling reactions under irradiation from visible light. Our strategy includes the in situ growth of palladium nanocrystals on a polydopamine nanofilm to prepare photocatalysts and photocatalytic Suzuki coupling reactions involving a broad range of aryl bromides/iodides and arylboronic acid substrates. The polydopamine based photocatalysts could be supported on various carriers regardless of size or morphology, thus they are easily recycled and reused. A plausible photocatalytic mechanism has been proposed including light-harvesting, photoelectron-hole separation and transfer processes. This strategy also has potential for other noble metals such as platinum, indium and gold photocatalytic organic reactions such as couplings, reductions and oxidations.

Nicotine functionalized-silica palladium (II) complex: a highly efficient, environmentally benign and recyclable nanocatalyst for C-C bond forming reactions under mild conditions

An environmentally friendly silica-grafted nicotine-based palladium(II) complex was successfully prepared and evaluated for the first time as novel and efficient nanocatalyst in C-C bond forming reactions. Grafted-nicotine in this catalytic system plays an important role, and as an effective ligand and a quaternary ammonium salt demonstrates an efficient stabilizing effect on the Pd(II) species by a synergistic effect of coordination and electrostatic interactions. The catalyst was well characterized by FT-IR, CHN, XRD, TEM, SEM–EDX, ICP and TG analysis, and demonstrated a highly efficient catalytic activity in the reaction system under phosphine-free and low Pd loading conditions, and the coupled products were produced in good to excellent yields. Furthermore, the catalyst can be easily recovered and reused without a significant loss of activity. Copyright

Hiyama cross-coupling of arenediazonium salts under mild reaction conditions

Palladium acetate [Pd(OAc)2]-catalyzed Hiyama cross-coupling of arenediazonium salts with organosilanes was found to generate biaryl products in high yields in alcoholic solutions. The simple and efficient protocol does not require any bases, ligands, or air/moisture. The transformation can tolerate either electron-donating or electron-withdrawing functional groups. Theoretical studies show that the transmetalation is the rate-limiting step for the cross-coupling reaction and both acetate and tetrafluoroborate anions may be involved in the direct reaction with the silicon atom.

Synthesis of a new palladium salt using N-benzyl DABCO chloride and its application in Suzuki reaction

A palladium catalyst was synthesized using N-benzyl DABCO chloride and palladium chloride. The structure of this catalyst was characterized and then the catalyst was used in Suzuki cross- coupling reaction of different aryl halides with arylboronic acids. All substrates afforded the corresponding products in good to high yields in the presence of low amounts of the catalyst. Under the heating conditions employed, cheaper and more available aryl chlorides gave relatively high yields in the Suzuki reaction. Copyright

Atom-efficient, palladium-catalyzed stille coupling reactions of tetraphenylstannane with aryl iodides or aryl bromides in polyethylene glycol 400 (PEG-400)

The Stille coupling of tetraphenylstannane with aryl iodides or aryl bromides using the bis(triphenylphosphine)palladium dichloride/sodium acetate/polyethylene glycol 400 [PdCl2(PPh3) 2/NaOAc/ PEG-400] catalytic system at