1985-77-9

Upstream product

• 131-58-8 2-Methylbenzophenone 
• 6921-34-2 benzylmagnesium chloride 
• 100-44-7 benzyl chloride 
• 78579-04-1 (Z)-1-<2-(Ethoxymethyl)phenyl>-1,2-diphenylethen 
• 78579-95-0 lithium 4a,5-dihydro-10-phenyl-2H-dibenzocyclohepten-2-ide 
• 501-65-5 diphenyl acetylene 
• 108-88-3 toluene 
• 158715-24-3 trimethoxy(2-methylphenyl)silane 
• 100-42-5 styrene 
• 16419-60-6 2-Methylphenylboronic acid 
• 53423-25-9 (E)-1-methyl-2-styryl-benzene 
• 98-80-6 phenylboronic acid 
• 615-37-2 ortho-methylphenyl iodide 
• 588-59-0 stilbene 

Downstream Products

• 78579-03-0 (Z)-1-<2-(Brommethyl)phenyl>-1,2-diphenylethen 
• 78579-97-2 2-deuterio-4a,5-dihydro-10-phenyl-2H-dibenzocycloheptene 
• 37984-98-8 1-(2-methylphenyl)-1,2-diphenylethane 
• 5324-00-5 2,3-diphenyl-1H-indene 
• 13304-53-5 3-(2-Methylphenyl)-2-phenyl-1H-inden-1-on 
• 18084-10-1 10-phenyl-5H-dibenzo[a,d]cycloheptene 
• 13376-04-0 4-methyl-2,3-diphenyl-1H-inden-1-one 
• 78579-04-1 (Z)-1-<2-(Ethoxymethyl)phenyl>-1,2-diphenylethen 
• 1985-77-9 (Z)-(1-(o-tolyl)ethene-1,2-diyl)dibenzene 
• 1985-77-9 (E)-(1-(2-methylphenyl)-1,2-diphenyl)ethene 
• 78579-05-2 (Z)-2-(2-Methylphenyl)-1,2-diphenylvinyllithium 
• 78579-05-2 (E)-2-(2-Methylphenyl)-1,2-diphenylvinyllithium 
• 78579-00-7 (E)-1-Brom-2-(2-methylphenyl)-1,2-diphenylethen 
• 78578-99-1 (Z)-1-Brom-2-(2-methylphenyl)-1,2-diphenylethen 

Relevant academic research and scientific papers

Pd-catalyzed cross-coupling of highly sterically congested enol carbamates with grignard reagents via c-o bond activation

The palladium-catalyzed cross-coupling reaction of enol carbamates to construct highly sterically congested alkenyl compounds is presented for the first time. This protocol demonstrates the potential of using thermally stable and highly atom-economic enol electrophiles as building blocks in bulky alkene synthesis. This reaction accommodates a broad substrate scope with excellent Z/E isomer ratios, which also provides a new synthetic pathway for accessing Tamoxifen.

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.

Palladium-Catalyzed Intermolecular Trans-Selective Carbofunctionalization of Internal Alkynes to Highly Functionalized Alkenes

A palladium/DPEphos-catalyzed intermolecular trans-selective carbofunctionalization of internal alkynes has been established herein. This method proceeds through a formal anti-carbopalladation, forming trans-alkenyl palladium species, which was trapped by aryl boronic acids to provide all-carbon tetrasubstituted alkenes in 32-92% yields. The trans-selective arylsilylation/remote C-H silylation and hydroarylation/remote C-H borylation of internal alkynes were also achieved using hexamethyldisilane and bis(pinacolato)diboron as trapping reagents, respectively. The reaction features good regio- and stereoselectivity and high functional group tolerance. A preliminary mechanistic study and DFT calculations show that a cis to trans isomerization of cis-alkenyl palladium species was involved in this transformation.

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.

Silver sequestration of halides for the activation of Pd(OAc)2 catalyzed Mizoroki-Heck reaction of 1,1 and 1,2 - Disubstituted alkenes

A ligand free catalytic system consisting of Pd(OAc)2 (cat) and stoichiometric quantities of silver salts, AgOAc or AgBF4, exhibit high efficiency in the Mizoroki-Heck arylation, transforming aryl iodides and 1,1 as well as 1,2 disubstituted alkenes into 1,1,2 – trisubstituted aryl alkenes in excellent yields in very short reaction times.

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.).

Employing Water as the Hydride Source in Synthesis: A Case Study of Diboron Mediated Alkyne Hydroarylation

We present an approach to utilize water as the hydride source via Pd(II)/Pd(0) catalysis. As a case study, we have achieved a diboron mediated Pd(II)-catalyzed hydroarylation of alkynes using arylboronic acids. This approach not only complements conventional reactivity of Pd via Pd(0)/Pd(II) cycle for the hydroarylation but also utilizes water as the hydride source. We believe this would particularly be beneficial in utilizing water as a reagent.

Stereoselective synthesis of trisubstituted alkenes via cobalt-catalyzed double dehydrogenative borylations of 1-alkenes

A highly selective cobalt-catalyzed single and double dehydrogenative borylations (DHBs) of terminal alkenes have been developed for the synthesis of trans-monoborylalkenes and diborylalkenes, respectively. While the cobalt-catalyzed double DHBs of aryl 1

Ambient arylmagnesiation of alkynes catalysed by ligandless nickel(ii)

A simple and efficient catalytic arylmagnesiation of diarylacetylenes and aryl(alkyl)acetylenes is accomplished by NiCl2·6H2O at r.t. in the absence of stabilising ligands. The corresponding tetra-substituted alkenes can be obtained in good yields by subsequent treatment with different electrophiles. The Royal Society of Chemistry 2013.