51003-88-4

Upstream product

• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 621-82-9 Cinnamic acid 
• 7228-38-8 5-chloro-1,3-benzodioxole 
• 98-86-2 acetophenone 
• 3262-89-3 triphenylboroxine 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 49639-26-1 erythro-2-(phenylsulfinyl)-1-phenyl-1-ethanol 
• 67210-34-8 1-phenyl-2-phenylsulfanyl-ethanol 
• 16222-10-9 1-phenyl-2-(phenylthio)ethanone 
• 100-42-5 styrene 
• 1235454-47-3 C₁₁H₁₀O₄ 

Relevant academic research and scientific papers

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

Method for synthesizing alpha,beta-unsaturated selenium compound

The invention belongs to the field of organic selenium chemistry, and particularly relates to a method for synthesizing an alpha,beta-unsaturated selenium compound. The compound is synthesized by using an aryl boronic acid compound, elemental selenium and a diarylethene compound as reaction substrates. The method avoids toxic selenium-mercury reagents and toxic selenide reagents, conforms to the modern green development concept, and provides a green and economical method for synthesizing unsaturated selenium compounds in the future.

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.

Branched Arylalkenes from Cinnamates: Selectivity Inversion in Heck Reactions by Carboxylates as Deciduous Directing Groups

A decarboxylative Mizoroki–Heck coupling of aryl halides with cinnamic acids has been developed in which the carboxylate group directs the arylation into its β-position before being tracelessly removed through protodecarboxylation. In the presence of a copper/palladium catalyst, both electron-rich and electron-deficient aryl bromides and chlorides bearing numerous functionalities were successfully coupled with broadly available cinnamates, with selective formation of 1,1-disubstituted alkenes. This reaction concept, in which the carboxylate acts as a deciduous directing group, ideally complements traditional 1,2-selective Heck reactions of styrenes.

Synthesis of 1,1-diarylethylenes

A facile route toward 1,1-diarylethylenes 6 has been developed in good yields via mCPBA-promoted oxidation of β-hydroxysulfides 2, BF3·OEt2-mediated Friedel-Crafts reaction of the resulting β-hydroxysulfoxides 3 with oxygenated benze

Construction of polysubstituted olefins through Ni-Catalyzed direct activation of Alkenyl C-O of substituted alkenyl acetates

(Figure Presented) Reliable companion: For the first time cross-coupling between alkenyl acetates and arylboroxines/PhZnCl has been developed via Ni catalysis. Alkenyl acetates could be well-differ-entiated from aryl acetates (see scheme). This reliable method provides a convenient pathway to construct polysubstituted styrene derivatives.

Hydrogen-bonding-promoted oxidative addition and regioselective arylation of olefins with aryl chlorides

The first, general, and highly efficient catalytic system that allows a wide range of activated and unactivated aryl chlorides to couple regioselectively with olefins has been developed. The Heck arylation reaction is likely to be controlled by the oxidative addition of ArCl to Pd(0). Hence, an electron-rich diphosphine, 4-MeO-dppp, was introduced to facilitate the catalysis. Solvent choice is critical, however; only sluggish arylation is observed in DMF or DMSO, whereas the reaction proceeds well in ethylene glycol at 0.1-1 mol % catalyst loadings, displaying excellent regioselectivity. Mechanistic evidence supports that the arylation is turnover-limited by the oxidative addition step and, most importantly, that the oxidative addition is accelerated by ethylene glycol, most likely via hydrogen bonding to the chloride at the transition state as shown by DFT calculations. Ethylene glycol thus plays a double role in the arylation, facilitating oxidative addition and promoting the subsequent dissociation of chloride from Pd(II) to give a cationic Pd(II)-olefin species, which is key to the regioselectivity observed.