21960-26-9

Upstream product

• 105-13-5 4-Methoxybenzyl alcohol 
• 6399-81-1 triphenylphosphine hydrobromide 
• 603-35-0 triphenylphosphine 
• 2746-25-0 p-Methoxybenzyl bromide 
• 3462-97-3 (4-methoxybenzyl)triphenylphosphonium bromide 
• 1530-38-7 ((4-methoxyphenyl)methyl)triphenylphosphonium bromide 

Downstream Products

• 67162-62-3 6-(4-methoxyphenyl)-5-phenyl-1,2-dithiafulvene 
• 603-35-0 triphenylphosphine 
• 6043-46-5 cis-4'-methoxy-4-stilbazole 
• 722-21-4 (E)-4-(4-methoxystyryl)pyridine 
• 22255-22-7 3,5,4'-trimethoxy-trans-stilbene 
• 94608-23-8 (Z)-1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethene 
• 75748-09-3 (4-methoxybenzoyl)trimethylsilane 
• 124548-87-4 4-[(E)-2-(1-Methyl-2,3-dihydro-1H-indol-5-yl)-vinyl]-phenol 
• 124567-97-1 1-methyl-5-indole 
• 124548-89-6 1-methyl-5-indoline 
• 124548-91-0 1-methyl-5-indole 
• 124548-88-5 4-[(E)-2-(1-Benzyl-2,3-dihydro-1H-indol-5-yl)-vinyl]-phenol 
• 124548-86-3 1-benzyl-5-indole 
• 124548-90-9 Acetic acid 4-[(E)-2-(1-benzyl-2,3-dihydro-1H-indol-5-yl)-vinyl]-phenyl ester 

Relevant academic research and scientific papers

Silver-Catalysed Hydroarylation of Highly Substituted Styrenes

Hydroarylation is an effective strategy to rapidly increase the complexity of organic structures by transforming flat alkene moieties into three-dimensional frameworks. Many strategies have already been developed to achieve the hydroarylation of styrenes,

Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters

A set of new substituted dienes were synthesized from betulinic acid by its oxidation to 30-oxobetulinic acid followed by the Wittig reaction. Cytotoxicity of all compounds was tested in vitro in eight cancer cell lines and two noncancer fibroblasts. Almost all dienes were more cytotoxic than betulinic acid. Compounds 4.22, 4.30, 4.33, 4.39 had IC50 below 5 μmol/L; 4.22 and 4.39 were selected for studies of the mechanism of action. Cell cycle analysis revealed an increase in the number of apoptotic cells at 5 × IC50 concentration, where activation of irreversible changes leading to cell death can be expected. Both 4.22 and 4.39 led to the accumulation of cells in the G0/G1 phase with partial inhibition of DNA/RNA synthesis at 1 × IC50 and almost complete inhibition at 5 × IC50. Interestingly, compound 4.39 at 5 × IC50 caused the accumulation of cells in the S phase. Higher concentrations of tested drugs probably inhibit more off-targets than lower concentrations. Mechanisms disrupting cellular metabolism can induce the accumulation of cells in the S phase. Both compounds 4.22 and 4.39 trigger selective apoptosis in cancer cells via intrinsic pathway, which we have demonstrated by changes in the expression of the crucial apoptosis-related protein. Pharmacological parameters of derivative 4.22 were superior to 4.39, therefore 4.22 was the finally selected candidate for the development of anticancer drug.

REAGENT FOR ENHANCING GENERATION OF CHEMICAL SPECIES

A reagent that enhances acid generation of a photoacid generator and composition containing such reagent is disclosed.

One-pot synthesis of gem-difluorostyrenes from benzyl bromide via olefination of phosphonium ylide with difluorocarbene

A new approach for the synthesis of gem-difluorostyrenes from benzyl bromide is described. Quaternization of triphenylphosphine with benzyl bromide to give phosphonium salts, deprotonation of the corresponding phosphonium salts to produce phosphonium ylide, and the subsequent olefination of phosphonium ylide with difluorocarbene generated from difluoromethylene phosphobetaine (Ph3P+CF2CO2-) by decarboxylation can occur smoothly in one-pot, furnishing the final gem-difluorostyrenes in good yields.

Synthesis of three new donor- acceptor [4] dendralenes

Three new donor - acceptor [4] dendralene compounds have been synthesized. Wittig reaction was used for the preparation of first two compounds and third one by Knoevehagel condensation. Their mass was calculated by APCI mass spectra which are in good agre

Protective group-free synthesis of 3,4-dihydroxytetrahydrofurans from carbohydrates: Formal total synthesis of sphydrofuran

Carbohydrates are taking a more prominent role in chemistry as an environmentally benign chemical feedstock. However, major efforts are still required to convert unprotected carbohydrates into high-value building blocks. We have investigated the protectiv

1-[(E)-2-arylethenyl]-2,2-diphenylcyclopropanes: Kinetics and mechanism of rearrangement to cyclopentenes

Kinetic measurements for the thermal rearrangement of 2,2-diphenyl-1-[(E)- styryl]cyclopropane (22a) to 3,4,4-triphenylcyclopent-1-ene (23a) in decalin furnished ΔHρm{{-{isom}^{ne }}}$=31.0±1.2kcal mol-1 and ΔSρm{{-{isom}^{ne }}}$=-6. 0±2.6e.u. The lowering of ΔHa‰ by 20kcal mol-1, compared with the rearrangement of the vinylcyclopropane parent, is ascribed to the stabilization of a transition structure (TS) with allylic diradical character. The racemization of (+)-(S)-22a proceeds with ΔHρm{{-{rac}^{ne }}}$=28.2±0.8kcal mol -1 and ΔSρm{{-{rac}^{ne }}}$=-5±2e.u., and is at 150° 106 times faster than the rearrangement. Seven further 1-(2-arylethenyl)-2,2-diphenylcyclopropanes 22, (E)- and (Z)-isomers, were synthesized and characterized. The (E)-compounds showed only modest substituent influence in their krac (at 119.4°) and kisom (at 159.3°) values. The lack of solvent dependence of rate opposes charge separation in the TS, but a linear relation of log krac with log p.r.f., i.e., partial rate factors of radical phenylations of ArH, agrees with a diradical TS. The ring-opening of the preponderant s-trans-conformation of 22 gives rise to the 1-exo-phenylallyl radical 26 that bears the diphenylethyl radical in 3-exo-position, and is responsible for racemization. The 1-exo-3-endo-substituted allylic diradical 27 arises from the minor s-gauche-conformation of 22 and is capable of closing the three- or the five-membered ring, 22 or 23, respectively. The discussion centers on the question whether the allylic diradical is an intermediate or merely a TS. Quantum-chemical calculations by Houk etal. (1997) for the parent vinylcyclopropane reveal the lack of an intermediate. Can the conjugation of the allylic diradical with three Ph groups carve the well of an intermediate? Copyright

Synthesis of resveratrol, DMU-212 and analogues through a novel Wittig-type olefination promoted by nickel nanoparticles

A novel synthesis of resveratrol, DMU-212 and analogues is presented using benzyl alcohols as phosphorus ylide partners in a one-pot Wittig-type olefination reaction promoted by nickel nanoparticles.

Synthesis, structural characterization and solvatochromic studies of a series of Schiff base-containing triosmium alkylidyne carbonyl clusters

A series of new Schiff base-containing triosmium alkylidyne carbonyl clusters [Os3(μ-H)2(CO)9(μ3-CNC 5H4CH=NC6H4R)] (R = H, NMe2, SMe, CMe3, NHs

Convenient synthesis of 1,2,4-benzotrithiins from benzopentathiepin with phosphorus ylide

Novel 1,2,4-benzotrithiins were synthesized in satisfactory yields by treatment of benzopentathiepin with alkylidenephosphoranes. In this reaction, benzopentathiepin was found to serve as a 1,5-dipole synthon.