24892-80-6

Upstream product

• 917-64-6 methyl magnesium iodide 
• 2553-04-0 ortho-methoxybenzophenone 
• 579-74-8 2-Methoxyacetophenone 
• 100-66-3 methoxybenzene 
• 536-74-3 phenylacetylene 
• 98-81-7 1-bromovinylbenzene 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 591-50-4 iodobenzene 
• 767-91-9 1-ethynyl-2-methoxybenzene 
• 100-42-5 styrene 
• 59099-58-0 2-methoxyphenyl triflate 
• 90-05-1 2-methoxy-phenol 
• 6099-03-2 3-(2'-methoxyphenyl)propenoic acid 
• 71-43-2 benzene 

Downstream Products

• 15185-05-4 4-phenylcoumarin 
• 63059-15-4 (2-methoxy-phenyl)-phenyl-acetaldehyde 
• 27356-33-8 2-(2-methoxyphenyl)-1-phenylethan-1-one 
• 101435-16-9 2'-methoxy-deoxybenzoin semicarbazone 
• 114327-14-9 3-(4-methoxyphenyl)-3-phenylpropanoic acid 
• 674768-48-0 (R)-(-)-1-(2-methoxyphenyl)-1-phenylethane 
• 1342906-35-7 1-(2-methoxyphenyl)-1-phenylethane-1,2-diol 
• 1342906-52-8 C₂₅H₂₈O₆ 
• 2553-04-0 ortho-methoxybenzophenone 
• 60492-39-9 2-(1-phenylethyl)anisole 
• 43020-10-6 1-(2-methyl-5-phenyl-3-furanyl)ethanone 

Relevant academic research and scientific papers

Palladium/copper-catalyzed oxidative arylation of terminal alkenes with aroyl hydrazides

An unprecedented oxidative arylation reaction of terminal alkenes with simple aroyl hydrazides has been developed under aerobic conditions for the stereoselective synthesis of 1,2-disubstituted alkenes. A range of aroyl hydrazides underwent palladium/copper-catalyzed oxidative Mizoroki-Heck reaction with terminal alkenes open to air in a 1:1 mixture of dimethyl sulfoxide and acetonitrile to give structurally diverse 1,2-disubstituted alkenes in moderate to excellent yields with excellent regio- and E-selectivity. The reaction tolerated a wide variety of functional groups, such as alkoxy, hydroxy, amino, fluoro, chloro, bromo, cyano, nitro, ester, amide, imide, phosphine oxide, and sulfone groups, and, moreover, molecular oxygen and dimethyl sulfoxide were demonstrated to serve as terminal oxidants. This study provides a useful method for the stereoselective synthesis of 1,2-disubstituted alkenes through direct transformation of the vinylic Ci-H bonds in terminal alkenes. Cross-coupling: An oxidative arylation reaction of terminal alkenes with simple aroyl hydrazides has been developed in the presence of a PdCl2/CuI catalyst under aerobic conditions to give a range of structurally diverse 1,2-disubstituted alkenes in moderate to excellent yields with excellent regio- and E-selectivity (see scheme; r.s.=regioselectivity).

Regiodivergent DH or HD Addition to Alkenes: Deuterohydrogenation versus Hydrodeuterogenation

The regioselective and regiodivergent addition of H-D to a variety of 1,1-diarylalkenes was realized utilizing selectively deuterated dihydroaromatic compounds, which were generated by cobalt catalysis. The reaction was initiated by catalytic amounts of B

Iridium-Catalyzed C(sp3)?H Addition of Methyl Ethers across Intramolecular Carbon–Carbon Double Bonds Giving 2,3-Dihydrobenzofurans

Intramolecular addition of an O-methyl C(sp3)?H bond across a carbon-carbon double bond occurs in the iridium-catalyzed reaction of methyl 2-(propen-2-yl)phenyl ethers. The Ir/(S)-DTBM-SEGPHOS catalyst promotes the reaction efficiently in toluene at 110–135 °C to afford 3,3-dimethyl-2,3-dihydrobenzofurans. Enantioselective C(sp3)?H addition is achieved in the reaction of methyl 2-(1-siloxyethenyl)phenyl ethers, affording enantioenriched 3-hydroxy-2,3-dihydrobenzofuran derivatives with up to 96% ee. (Figure presented.).

Synthetic method of 1,1-diarylethenes derivative

The invention discloses a synthetic method of a 1,1-diarylethenes derivative. The synthetic method comprises the following steps: with cinnamic acid derivatives and aryltriethoxysilane as raw materials, mixing the raw materials with a catalyst, an oxidizing agent, a ligand, an additive and alkali; carrying out reaction for 2 to 24 hours at 100 to 160 DEG C under argon protection in a reaction solvent so as to prepare a target compound. Because cinnamic acid is common unsaturated carboxylic acid, the preparation is convenient, cinnamic acid is cheap and easy to obtain; because aryltriethoxysilane is common organosilane in organic chemistry, aryltriethoxysilane is cheap and easy to obtain, is higher in stability and has little impact on an environment; therefore, the 1,1-diarylethenes derivative is synthesized by carrying out coupled reaction between the selected aryltriethoxysilane and the cinnamic acid derivatives. The synthetic method has the advantages of cheap and easy availabilityof the raw materials and low production cost; meanwhile, an experiment is easy to operate, and the synthetic method can be developed as an industrialized production method. According to the syntheticmethod disclosed by the invention, synthetic conditions are also screened and optimized, so that the reaction yield is further improved.

Iodine-catalyzed transformation of aryl-substituted alcohols under solvent-free and highly concentrated reaction conditions

Iodine-catalyzed transformations of alcohols under solvent-free reaction conditions (SFRC) and under highly concentrated reaction conditions (HCRC) in the presence of various solvents were studied in order to gain insight into the behavior of the reaction intermediates under these conditions. Dimerization, dehydration and substitution were the three types of transformations observed with benzylic alcohols. Dimerization and substitution reactions were predominant in the case of primary- and secondary alcohols, whereas dehydration prevailed in the case of tertiary alcohols. The relative reactivity of substituted 1-phenylethanols in I2-catalyzed dimerization under SFRC provided a good Hammett plot ρ+ = -2.8 (r2 = 0.98), suggesting the presence of electron-deficient intermediates with a certain degree of developed charge in the rate-determining step.

High-enantioselectivity 1,1-diarylboroalkanes and preparation method thereof

The invention provides high-enantioselectivity 1,1-diarylboroalkanes and a preparation method thereof, belonging to the technical field of organic synthetic chemistry. The structural general formula of the compounds is disclosed as Formula I. The invention also provides a preparation method of the high-enantioselectivity 1,1-diarylboroalkanes. The method comprises the following steps: carrying out reaction on a copper salt and an alkali under the catalytic action of an alkali to generate a tert-butyl oxy copper intermediate, and reacting with pinacol biborate to generate a copper-boron material, inserting C-C double bonds, and obtaining the hydrogen bononization products under the action of alcohol. The 1,1-diarylboroalkanes have high enantioselectivity; and the high performance liquid chromatography experiment proves that the ee value can reach 90% or above.

Nickel-Catalyzed Direct Synthesis of Aryl Olefins from Ketones and Organoboron Reagents under Neutral Conditions

Nickel-catalyzed addition of arylboron reagents to ketones results in aryl olefins directly. The neutral condition allows acidic protons of alcohols, phenols, and malonates to be present, and fragile structures are also tolerated.

Traceless directing group mediated branched selective alkenylation of unbiased arenes

Owing to the synthetic importance of branched olefinated products, we report palladium catalyzed formation of branched olefins facilitated by a C-H activation based protocol. This involves selective insertion of olefins and subsequent decarboxylation using a completely unbiased benzene ring as the starting precursor. The significance of the protocol has been further highlighted by exhibition of functionality tolerance along with a late-stage modification of the branched olefinated products leading to the formation of other functionalized molecules.

Efficient synthesis of polysubstituted olefins using stable palladium nanocatalyst: Applications in synthesis of tamoxifen and isocombretastatin A4

A phosphine-free stable palladium nanocatalyst was used for an efficient synthesis of polysubstituted olefins from N-tosylhydrazones and aryl iodides. This methodology was successfully utilized in the synthesis of biologically important tamoxifen and isocombretastatin A4. The nanocatalyst was easily recovered and reused without any apparent loss in size and catalytic activity.

Palladium(II)-catalyzed direct carboxylation of alkenyl C-H bonds with CO2

Pd-catalyzed direct carboxylation of alkenyl C-H bonds with carbon dioxide was realized for the first time. Treatment of 2-hydroxystyrenes and a catalytic amount of Pd(OAc)2 with Cs2CO3 under atmospheric pressure of CO2 afforded corresponding coumarins in good yield. Furthermore, isolation of the key alkenylpalladium intermediate via C-H bond cleavage was achieved. The reaction was proposed to undergo reversible nucleophilic addition of the alkenylpalladium intermediate to CO2.