83977-12-2

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 107-21-1 ethylene glycol 
• 64847-78-5 (E)-1,1-diacetoxy-3-phenylprop-2-ene 
• 3590-59-8 2,2-dibutyl[1,3,2]dioxastannolane 
• 104-55-2 3-phenyl-propenal 
• 646-06-0 1,3-DIOXOLANE 
• 536-74-3 phenylacetylene 
• 103-64-0 bromostyrene 
• 637-44-5 phenylpropyolic acid 
• 2916-31-6 2,2-dimethyl-1,3-dioxolane 
• 52509-14-5 (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 20334-57-0 2-(1-chloro-2-phenylethyl)-1,3-dioxolane 

Downstream Products

• 87094-78-8 (E)-2-(2-phenylethenyl)-1,3-dithiolane 
• 14371-10-9 (E)-3-phenylpropenal 
• 104-55-2 3-phenyl-propenal 
• 623-91-6 diethyl Fumarate 
• 141-05-9 Diethyl maleate 
• 17773-43-2 2-hydroxyethyl cinnamate 
• 26958-41-8 cinnamyl-1,3-dithiane 
• 104-54-1 3-Phenylpropenol 
• 198964-65-7 (+)-(2S,3R)-2-(ethylenedioxymethyl)-3-phenyloxirane 

Relevant academic research and scientific papers

Synthesis and cytotoxic properties of some cyclic acetals of diols and their dichlorocyclopropyl derivatives

Cyclic acetals of ethylene glycol, cis-but-2-ene-1,4-diol and their dichlorocyclopropyl derivatives were synthesized. Compounds simultaneously containing the gem-dichlorocyclopropane and 1,3-dioxacycloalkane cycles are shown to exhibit cytotoxic activity against the HEK293, SH-SY5Y, HepG2, MCF-7, A549, and Jurkat cell lines. The obtained results open up prospects for further studies of antitumor activity of 2-(2,2-dichlorocyclopropyl)-2-ethyl-1,3-dioxolane.

Inhibition by Water during Heterogeneous Br?nsted Acid Catalysis by Three-Dimensional Crystalline Organic Salts

A new self-assembled and self-healing class of metal free, recyclable, heterogeneous Br?nsted acid catalysts has been developed by the protonation of aniline derivatives (tetrakis(4-aminophenyl)methane, leuco-crystal violet, benzidine, and p-phenylenediamine) with aromatic sulfonic acids (tetrakis(phenyl-4-sulfonic acid)methane, and 2,6-naphthalenedisulfonic acid). As a result, five three-dimensional crystalline organic salts (F-1a, F-1b, F-1c, F-2, and F-3) were obtained, linked by hydrogen bonds and additionally stabilized by the opposite charges of the components. Frameworks F-2 and F-3 were prepared for the first time and characterized by elemental analysis, X-ray structural analysis (for F-2), thermogravimetry, SEM, and FTIR spectroscopy. The catalytic activities of crystalline organic salts F-1-3 have been explored in industrially important epoxide ring-opening and acetal formation reactions. The presence of encapsulated water inside frameworks F-1a and F-2 had an inhibitory effect on the performance of the catalysts. X-ray diffraction analysis of hydrated and dehydrated samples of F-1a and F-2 indicated that water of crystallization served as a cross-linking agent, diminishing the substrate induced "breathing"affinities of the frameworks.

Photoredox Oxo-C(sp3)-H Bond Functionalization via in Situ Cu(I)-Acetylide Catalysis

A unified strategy for the synthesis of 2-vinyl heterocycles is reported. With visible light irradiation, simple and cheap CuCl is able to functionalize a terminal alkyne, giving Cu(I)-acetylide in situ. Unlike the case of noble metals or organic dye photocatalysts, this critical Cu(I)-acetylide not only activates the C-H bond of terminal alkynes but also serves as a photocatalyst to achieve varieties of 2-vinyl heterocycles in good to excellent yields, even for large scale and late-stage functionalization of natural product.

Acid properties of organosiliceous hybrid materials based on pendant (fluoro)aryl-sulfonic groups through a spectroscopic study with probe molecules

Two different heterogeneous catalysts carrying aryl-sulfonic moieties, in which the aromatic ring was either fluorinated or not, were successfully synthesized. The multi-step synthetic approaches implemented involved the synthesis of the silyl-derivative, template-free one-pot co-condensation (at low temperature and neutral pH) and tethering reaction. A multi-technique approach was implemented to characterize the hybrid organic-inorganic catalysts involving TGA, N2 physisorption analysis, FTIR spectroscopy, and ss MAS NMR (1H, 13C, 29Si) spectroscopy. Specifically, the acidity of the organosiliceous hybrid materials was studied through the adsorption of probe molecules (i.e. CO at 77 K and NH3 and TMPO at room temperature) and a combination of FTIR and ss MAS NMR spectroscopy. The catalytic activity of the two hybrids was tested in the acetal formation reaction between benzaldehyde and ethylene glycol. Preliminary results indicated superior performances for the fluoro-aryl-sulfonic acid, compared to the non-fluorinated sample. The findings hereby reported open new avenues for the design of heterogeneous sulfonic acids with superior reactivity in acid-catalyzed reactions. Moreover, through the implementation of spectroscopic studies, using probe molecules, it was possible to investigate in detail the acidic properties of hybrid organosiliceous materials.

NiCl2-catalyzed radical cross decarboxylative coupling between arylpropiolic acids and cyclic ethers

A direct alkenylation of cyclic ethers via radical cross decarboxylative coupling process catalyzed by NiCl2 and using DTBP as radical initiator and oxidant was developed. A variety of arylpropiolic acids and cyclic ethers were transformed into the corresponding 2-arylvinyl cyclic ethers in moderate to excellent yields. Mechanistic experiments were conducted to determine the nature of the reaction intermediates, and a plausible reaction mechanism involving NiCl2-promoted radical process was proposed.

Synthesis of dioxolanes and oxazolidines by silica gel catalysis

Abstract: Ethylene glycol condensed with carbonyl compounds in the presence of silica gel or alumina, without solvent and under pressure, affords 1,3-dioxolanes. 2-Amino-2-methylpropanol also condensed with carbonyl compounds in the presence of silica gel or an acid-activated clay, without solvent and under pressure, produces oxazolidines. To explain these results, we propose that the glycol and the aminopropanol react with Br?nsted (H+) and Lewis acid sites (Si and Al) located on the surface of the catalysts, leading to the products via various ionic intermediates.

Hierarchical porous organic polymer as an efficient metal-free catalyst for acetalization of carbonyl compounds with alcohols

An efficient melamine-porous organic polymer (M-POP) as N-functionalized organic polymer catalyst was synthesized with melamine and terephthalaldehyde by a facile microwave-assisted method. The synthesized M-POP exhibited a high specific surface area with hierarchical pore structure of both mesoporosity and microporosity. The rich N-moieties namely, C[dbnd]N and N–H from the melamine precursor were found to show hydrogen-bonding ability with various organic molecules such as carbonyl compounds. This was illustrated in the acetalization of aldehydes and ketones with methanol or ethylene glycol under mild conditions as a metal-free H-bonding catalyst with high product selectivity. The superior catalytic performance of M-POP was attributed to the availability of a large number of H-bonding sites both as H-donor and H-acceptor between the reactants and the catalyst.

Peroxide-Free Co(OAc)2-Catalyzed Radical Addition of sp3 C-H Bonds to Alkynes

Cobalt-catalyzed radical addition of C-H bonds adjacent to an oxygen atom towards alkynes is described. The reaction proceeded at 60 °C without using additional radical initiators, and leads to 2-vinyl ether derivatives in good yields.

Highly efficient acetalization of carbonyl compounds catalyzed by anilin-aldehyde resin salts

A mild procedures for the syntheses of ethylene acetals and dimethyl acetals from the corresponding aldehydes and ketones catalyzed by 1mol% of anilinealdehyde resin salts are described. This method is also useful for the synthesis of dimethyl acetals of diaryl ketones.

Dimethylzinc-Initiated Radical Coupling of β-Bromostyrenes with Ethers and Amines

A new coupling reaction has been developed in which β-bromostyrenes react with ethers and tertiary amines to introduce the styryl group in the α-position. The transformation is mediated by Me2Zn/O2 with 10 % MnCl2 and is believed to proceed by a radical addition-elimination mechanism. The ether and the amine are employed as solvent and the coupling takes place through the most stable α radical for unsymmetrical substrates. The products are obtained in moderate to good yields as the pure E isomers. The coupling can be achieved with a range of smaller cyclic and acyclic ethers/amines as well as various substituted β-bromostyrenes.