1233-23-4

Upstream product

• 14382-03-7 1-(4-methoxy-phenyl)-1,2-diphenyl-ethanol 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 100-42-5 styrene 
• 108-86-1 bromobenzene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 1694-19-5 E-1-(phenyl)-2-(4'-methoxyphenyl)ethene 
• 586-38-9 3-Methoxybenzoic acid 
• 501-65-5 diphenyl acetylene 
• 93296-09-4 4-methoxyphenylzinc chloride 
• 119379-68-9 (E)-1,1'-(1-Iodo-1,2-ethenediyl)bisbenzene 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 41038-35-1 (E)-1-bromo-2-(4-methoxyphenyl)-1,2-diphenylethene 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 

Downstream Products

• 41038-35-1 (E)-1-bromo-2-(4-methoxyphenyl)-1,2-diphenylethene 
• 50438-37-4 (E/Z)-1-bromo-2-(p-methoxyphenyl)-1,2-diphenylethene 
• 72474-41-0 cis-1,2-diphenyl-1-(p-hydroxyphenyl) ethylene 
• 857906-52-6 1,2-diphenyl-2-(4-methoxyphenyl)vinyl bromide 
• 34288-92-1 (Z)-1-(4-methoxyphenyl)-1,2-diphenyl-3,3,3-trifluoropropene 
• 36029-60-4 (E)-3,3,3-trifluoro-1-(4-methoxyphenyl)-1,2-diphenylpropene 
• 30222-34-5 (-)-(1-(4-methoxyphenyl)ethane-1,2-diyl)dibenzene 
• 1417821-09-0 C₂₂H₁₉F₃O₂ 
• 879008-28-3 3c-(4-methoxy-phenyl)-2,3t-diphenyl-acrylic acid 
• 846541-57-9 3t-(4-methoxy-phenyl)-2,3c-diphenyl-acrylic acid 
• 17932-18-2 3-(4-methoxyphenyl)-2-phenyl-1H-inden-1-one 
• 70603-19-9 6-methoxy-2,3-diphenyl-1H-inden-1-one 
• 72474-42-1 (Z)-(1-chloro-2-(4-methoxyphenyl)ethene-1,2-diyl)dibenzene 
• 72474-38-5 (E)-(1-chloro-2-(4-methoxyphenyl)ethene-1,2-diyl)dibenzene 

Relevant academic research and scientific papers

Palladium-catalyzed reactions of aryl iodides with trimethylsilylacetylenes and disubstituted alkynes: The synthesis of diarylacetylenes and triarylethylenes

Treatment of 2.5 equiv. of aryl iodide with trimethylsilylacetylene in the presence of 3 equiv. of sodium methoxide and 5 mol% of Pd(PPh3)4 under refluxing methanol for 6 h gave diarylacetylene in good chemical yields. When the catalyst was replaced by Pd(dba)2 and 5 equiv. of aryl iodide were added under the same reaction conditions, triarylethylenes were obtained in 70-85% yields. Only the sterically hindered o-methoxyiodobenzene and 2-iodothiophene gave the diarylacetylene, but also in good chemical yield. Reaction of aryl iodides with disubstituted alkynes in the presence of Pd(OAc)2 and sodium methoxide in methanol produced trisubstituted ethylenes in modest to good yields. The hydrogenolysis of the organopalladium is proposed through β-hydride elimination of the palladium methanolate intermediates.

Stereochemistry of the Vinylic SRN1 Reaction of Triarylvinyl Halides. the Structure of the Intermediate α-Arylvinyl Radical

Evidence for the intermediacy of a vinyl radical in the vinylic SRN1 reaction (SRN1(V)) of 2-anisyl-1,2-diphenylvinyl bromide 2 is obtained. The photostimulated SRN!(V) reaction of pinacolone enolate ion with (E)-2 and (Z)-2, which are used as stereoindicators, gives complete loss of the original stereochemistry of the two precursors in the substituted and hydrodehalogenated products; i.e., stereoconvergence is found. It is concluded that in the reaction of 2 a -substituted a-phenylvinyl radical is a reactive intermediate and that it has either a linear structure or an average linear structure due to a rapidly interconverting E,Z mixture of bent radicals. This conclusion is supported by comparing the stereochemical course of the SRN1(V) reaction with those of other reactions of the same precursor, which unambiguously give rise to the same α-phenylvinyl radical intermediate by alternative mechanisms. Among the reactions investigated, the hydrodehalogenation of precursor 2 by LAH appears to take place by an ET mechanism.

The [(E,E,E)-1,6,11-tris(p-toluenesulfonyl)-1,6,11-triazacyclopentadeca-3,8, 13-triene]Pd(0) complex in the hydroarylation of alkynes in ionic liquids. An approach to quinolines

The hydroarylation of alkynes can be successfully conducted in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4) in the presence of the [(E,E,E)-1,6,11-tris(p-toluenesulfonyl)-1,6,11-triazacyclopentadeca-3,8, 13-triene]Pd(0) complex. Th

One-pot Sonogashira–Hydroarylation reaction catalyzed by anionic palladium complexes in an aqueous medium

It was found that anionic Pd(II) complexes of type [CA]2[PdCl4] and [CA]2[Pd2Cl6] (CA = imidazolium or pyridinium cation) are effective catalysts for copper-free Sonogashira coupling in an aqueous med

Pd-Catalyzed Coupling of N-Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes

This study shows that various di- and tri-substituted alkenes with high chemoselectivity were obtained in good to high yields by coupling N-tosylhydrazones (NTHs) with benzylic phosphates as electrophilic partners. The obtained new catalytic system consis

Oxime ligands for Pd catalysis of the Mizoroki–Heck reaction, Suzuki–Miyaura coupling & annulation reactions

Monodentate and bidentate chelating oximes are readily available ligands for the Pd catalysis of the Mizoroki–Heck reaction and the Suzuki coupling. High yields were obtained in the Suzuki coupling in aqueous dioxane with TBABr as additive. The oximes can be easily synthesized from the corresponding ketones or aldehydes and thus provide a very large number of nitrogen-based ligands. They have the advantage of not undergoing oxidative degradation, common for phosphine ligands. Chelating oximes with Pd(OAc)2, activate aryl iodides to give high yields of the substitution products in the Mizoroki–Heck reactions as well as the Suzuki coupling. Acetophenone oxime ligand with Pd(OAc)2, catalyzed the reaction of aryl iodides with 1,2-disubstituted alkenes in moderate to high yields. As a test example, the LaRock indole annulation and synthesis of isocoumarin were achieved with acetophenone oxime ligand and Pd(OAc)2 in high yields.

Polysubstituted ethylene compound as well as preparation method and application thereof

The invention discloses a polysubstituted ethylene compound as well as a preparation method and application thereof. The invention particularly discloses a preparation method of a polysubstituted ethylene compound as shown in a formula III, which comprises the following step: in an organic solvent, carrying out reaction as shown in the specification on a compound as shown in a formula I and a compound as shown in a formula II in the presence of a palladium catalyst, a phosphine ligand and alkali to obtain the polysubstituted ethylene compound as shown in the formula III. The preparation methodcan be suitable for various types of substrates, and the configuration of double bonds is controllable.

Mizoroki–Heck reaction of 1,2-disubstituted aryl alkenes: Variables of synthesis, solvent and ligand modulation of reactivity

Reaction of aryl iodides with 1,2-disubstituted aryl alkenes in the presence of TBABr/TBACl gave high yields of the Mizoroki–Heck product. Phosphine ligands were used for the modulation of reactivity and stereoselectivity, for the reaction of 4-iodoanisole with cinnamaldehyde. tert-Bu3P.HBF4 gave the highest E:Z ratio of 1:0.08. The use of PEG-200 and PEG-400 as solvent could activate the reaction of aryl iodides with various 1,2-disubstituetd aryl alkenes.

Nickel-Catalyzed Hydroarylation of Alkynes under Reductive Conditions with Aryl Bromides and Water

An operationally simple nickel-catalyzed hydroarylation reaction for alkynes is described. This three-component coupling reaction utilizes commercially available alkynes and aryl bromides, along with water and Zn. An air-stable and easily synthesized Ni(II) precatalyst is the only entity used in the reaction that is not commercially available. This reductive cross-coupling reaction displays a fairly unusual anti selectivity when aryl bromides with ortho substituents are used. In addition to optimization data and a preliminary substrate scope, complementary experiments including deuterium labeling studies are used to provide a tentative catalytic mechanism. We believe this report should inspire and inform other Ni-catalyzed carbofunctionalization reactions.

Geometry-Constrained Iminopyridyl Palladium-Catalyzed Hydroarylation of Alkynes to Prepare Tri-substituted Alkenes Using Alcohol as Reductant

We developed an efficient and straightforward method to prepare tri-substituted alkenes through palladium-catalyzed hydroarylation of alkynes with aryl bromides. Diarylacetylenes and alkyl(aryl)acetylenes could be well hydroarylated with various aryl bromides in moderate to excellent yields. Mechanistic studies suggested that alcohol was the reductant to provide hydride through β-H elimination. Gram scale reaction further demonstrated the practicality and efficiency of the newly developed strategy. (Figure presented.).