116509-80-9

Upstream product

• 86-29-3 Diphenylacetonitrile 
• 3360-54-1 3-bromo-2-phenylprop-1-ene 
• 1483-82-5 phenylethynyl chloride 
• 31508-44-8 2-phenylpropionic acid methyl ester 
• 536-74-3 phenylacetylene 
• 492-37-5 hydratropic acid 
• 91-01-0 1,1-Diphenylmethanol 
• 98-83-9 isopropenylbenzene 
• 60999-93-1 2-benzhydryl-1,3-diphenylpropane-1,3-dione 
• 68817-25-4 2,2,4-Triphenylpent-3-ennitril 

Relevant academic research and scientific papers

Stereoselective Palladium-Catalyzed Decarboxylative γ-Arylation of Acyclic β,γ-Unsaturated Carboxylic Acids

Palladium-catalyzed γ-arylation of acyclic β,γ-unsaturated carboxylic acids with various aryl iodides is reported. The cascade comprises a decarboxylative γ-palladation of β,γ-unsaturated α,α′-disubstituted carboxylic acids and subsequent C(sp2)-C(sp3) bond formation to provide diaryl vinyl methanes in moderate to good yields and high E/Z-selectivities. Reaction with an enantiomerically pure acid revealed that the process occurs with high stereospecificity.

Synthesis of internal olefins by direct coupling of alcohols and olefins over MoΒ zeolite

An efficient and novel Moβ zeolite catalyzed sp2-sp3 C–C bond development reaction over the direct coupling of alcohols and alkenes has been performed in solvent free environment. The current method gives an attractive access to a wide variety of polysubstituted alkenes in good to excellent yields. The Moβ zeolite was effectively reused for up to 5 successive cycles.

Non-corrosive heteropolyacid-based recyclable ionic liquid catalyzed direct dehydrative coupling of alcohols with alcohols or alkenes

A non-corrosive, recyclable and efficient heterogeneous catalyst based on Keggin-type polyoxometalate, i.e., [NMPH]H3[SiW12O40] was developed for the direct dehydrative coupling of alcohols with alcohols (or alkenes) to synthesize various polysubstituted olefins in good to excellent yields. Furthermore, this reaction could be scaled up and the catalyst could be used for seven runs without significant loss of activity. The kinetic competition experiment shows that the C–H bond cleavage might be involved in the rate-determining step.

Calcium(II) catalyzed regioselective dehydrative cross-coupling reactions: Practical synthesis of internal alkenes and benzopyrans

A simple and operationally easy protocol for the regioselective synthesis of internal alkenes through a dehydrative cross-coupling and direct coupling procedure has been described using the environmentally benign Ca(II) catalyst. Several alkenes and alcohols underwent the coupling reaction under solvent-free conditions in a short time to produce the desired alkenes. This method is further extended to show the application in the synthesis of novel benzopyran molecules through a cascade strategy.

Silica-supported policresulen as a solid acid catalyst for organic reactions

A new type of solid catalyst was prepared by coating a thin layer of policresulen, an inexpensive polymer prepared via condensation of 2-hydroxy-4-methylbenzenesulfonic acid and formaldehyde that has been used as commercially available drug, onto the surface of silica. The policresulen component is insoluble in many organic solvents and can be adsorbed on silica with the aid of hydrogen bonding. The obtained silica/policresulen composite showed remarkable catalytic activity for various organic reactions. In model reactions, the catalyst can be recycled several times without significant loss of activity. The salient features of using this acid catalyst in organic reactions include cost-effectiveness, simple and time-efficient preparation, and the convenience of controlling the acid loading on the solid.

Greener approach for the synthesis of substituted alkenes by direct coupling of alcohols with styrenes using recyclable Bronsted acidic [NMP] +HSO4- ionic liquid

A novel protocol for the synthesis of substituted alkenes from alcohols and styrenes using ionic liquid has been developed. The ionic liquid N-methyl-2-pyrrolidone hydrogen sulfate [NMP]+HSO4 - acts as a catalyst as well as solvent. The developed protocol has higher atom efficiency and wider substrate applicability. The catalyst was effectively recycled for up to five consecutive cycles. This journal is the Partner Organisations 2014.

Metal-free and recyclable route to synthesize polysubstituted olefins via C-C bond construction from direct dehydrative coupling of alcohols or alkenes with alcohols catalyzed by sulfonic acid-functionalized ionic liquids

A direct synthesis of polysubstituted olefins via construction of C-C bonds, which involves the direct dehydrative coupling of alcohols or alkenes with alcohols, was realized using a series of alkanesulfonic acid group-functionalized ionic liquids (SO3H-functionlization ILs) without additives. The metal-free and recyclable catalyst system avoided the disposal and neutralization of acidic catalysts after reaction and tolerated a broad range of substrates, including benzylic, allyl, propargylic, aliphatic and aromatic or aliphatic olefins. Additionally, the catalytic system was suitable for a gram-scale preparation. Preliminary mechanistic studies indicated that the C-H bond cleavage in this reaction might be involved in the rate-determining step.

A novel efficient method for the synthesis of substituted olefins; Cross coupling of two different alcohols using NaHSO4/SiO2

Simple and efficient cross coupling of alcohols was developed in the presence of NaHSO4/SiO2 to give the corresponding substituted olefins. Direct coupling of alcohols and alkenes was also achieved to give substituted olefins. NaHSO4/SiO2 could be recycled 7 times without loss of catalytic activity.

An efficient and general iron-catalyzed C-C bond activation with 1,3-dicarbonyl units as a leaving groups

(Chemical Equation Presented) With our compliments: The 1,3-dicarbonyl unit has been shown to be a new and useful leaving group for iron-catalyzed bond cleavage (see scheme). This new strategy can complement the traditional Friedel-Crafts reaction and was applied in the synthesis of indene derivatives.

Iron-catalyzed stereospecific olefin synthesis by direct coupling of alcohols and alkenes with alcohols

Chemical equations presented. An efficient Fe(III)-catalyzed direct coupling of alkenes with alcohols and cross-coupling of alcohols with alcohols to give the corresponding substituted (E)-alkenes stereospecifically is demonstrated. Additionally, this reaction could be scaled up. The kinetic isotope effect (KIE) experiments indicated a typical secondary isotope effect in this process. Although benzylic alcohols were effective substrates, mild conditions, atom efficiency, environmental soundness, and stereospecificity are features that make this procedure very attractive.