61424-28-0

Upstream product

• 14064-52-9 3-nitrostilbene 
• 100-42-5 styrene 
• 645-00-1 m-iodonitrobenzene 
• 591-19-5 m-Bromoaniline 
• 626-01-7 3-Iodoaniline 
• 100-52-7 benzaldehyde 
• 1877-73-2 3-nitro-benzeneacetic acid 
• 4714-26-5 3-nitrostilbene 
• 14064-82-5 trans-3-aminostilbene 
• 1877-77-6 3-aminobenzenemethanol 
• 140-29-4 phenylacetonitrile 
• 51624-44-3 1-(3-aminophenyl)-2-phenylacetylene 
• 99-09-2 3-nitro-aniline 
• 140-10-3 (E)-3-phenylacrylic acid 

Downstream Products

• 132888-01-8 (E)-6-Styrylisatin 
• 14064-37-0 cis-meta-aminostilbene 
• 17580-79-9 (E)-N,N-dimethyl-3-(2-phenylethenyl)aniline 

Relevant academic research and scientific papers

Aminomethylpyridinequinones as new ligands for PEPPSI-type complexes

A set of six new catalysts possessing quinone moieties in a pyridine ligand was synthesized and fully characterized by standard analytical techniques, including X-Ray crystallography. The results obtained in Suzuki and Mizoroki–Heck cross-coupling reactions catalyzed by quinone-based compounds were comparable to these obtained in the presence of the original PEPPSI complex designed by Organ. DFT calculations allow to see the structural and electronic factors to describe their similarity. On the other hand, steric maps and NCI plots were the tools to have a more global view of the systems studied, leaving the sphere of reactivity around the metal.

Tandem Acceptorless Dehydrogenative Coupling-Decyanation under Nickel Catalysis

The development of new catalytic processes based on abundantly available starting materials by cheap metals is always a fascinating task and marks an important transition in the chemical industry. Herein, a nickel-catalyzed acceptorless dehydrogenative coupling of alcohols with nitriles followed by decyanation of nitriles to access diversely substituted olefins is reported. This unprecedented C=C bond-forming methodology takes place in a tandem manner with the formation of formamide as a sole byproduct. The significant advantages of this strategy are the low-cost nickel catalyst, good functional group compatibility (ether, thioether, halo, cyano, ester, amino, N/O/S heterocycles; 43 examples), synthetic convenience, and high reaction selectivity and efficiency.

Method for synthesizing trans-olefin compound

The invention discloses a trans-olefin compound synthesis method, which comprises: carrying out a heating reaction on an alkyne compound represented by a general formula (I), a reducing agent and a solvent to obtain a trans-olefin compound represented by a general formula (II), wherein the synthesis route is as follows: R1 and R2 are independently selected from hydrogen, alkyl, cycloalkyl or aryl;wherein the reducing agent is a sulfur-containing compound and is selected from at least one of thioacetamide, N,N-dimethyl dithiocarbamate dimethyl ammonium salt, dimethyl amino sodium dithioformatedihydrate, potassium ethyl xanthate and potassium isopropyl xanthate. According to the method, a cheap, efficient and safe reducing agent is utilized to realize high-selectivity reduction of alkyne to prepare trans-olefin under the condition of no transition metal catalysis, so that the method is simple and easy to implement, wide in substrate application range and easy to realize industrialization.

Xanthate-mediated synthesis of (E)-alkenes by semi-hydrogenation of alkynes using water as the hydrogen donor

Semi-hydrogenation of alkynes is one of the most widely used methods for obtaining alkenes in laboratory preparation and in industry. Transition metal catalysts have been extensively studied for this transformation, but the tolerance of functional groups, such as pyridine,-OH,-NH2,-Bpin, and halides, and the toxicity of the trace amount of transition metal catalysts are still highly challenging. In this study, we report a general and robust strategy to achieve the semi-hydrogenation of alkynes using inexpensive and commercially available xanthate as the mediator. Mechanism studies support a non-radical process and H2O acts as the hydrogen donor.

Pure space steric hindrance effect on intramolecular proton transfer in excited state and photophysics of conjugated new dyes under near-IR laser irradiation

This study presented a variety of new extended conjugated dyes bearing internal proton transfer segments, which were characterized with different extent of space steric hindrance. Besides, the dyes lack of proton transfer moieties were synthesized as the

Inhibitory effect of cytotoxic stilbenes related to resveratrol on the expression of the VEGF, hTERT and c-Myc genes

A group of thirty-nine stilbene derivatives, prepared by means of Heck coupling reactions, has been investigated for their cytotoxicity, as well as for their ability to inhibit the production of the vascular endothelial growth factor (VEGF) and the activation of telomerase. The ability of these compounds to inhibit proliferation of two tumoral cell lines (HT-29 and MCF-7) and one non tumoral cell line (HEK-293) was first determined. Subsequently, we determined the capacity of the compounds to inhibit the secretion of VEGF in the aforementioned cell lines and to downregulate the expression of the VEGF, hTERT and c-Myc genes, the two latter involved in the control of the activation of telomerase. One of the synthetic stilbenes, (E)-4-(4-methoxystyryl)aniline, showed strong cytotoxicity and proved able to cause a marked decrease both in the secretion of VEGF and in the expression of the hTERT and c-Myc genes, in all cases at concentrations in the low nanomolar range.

Pd/mannose promoted tandem cross coupling-nitro reduction: Expedient synthesis of aminobiphenyls and aminostilbenes

The dual role of d-mannose as a ligand for Pd catalyzed cross-coupling, and as a hydrogen source for nitro reduction is demonstrated in a modular cross coupling-nitro reduction sequence. The synthetic utility and generality of this green protocol has been illustrated by the synthesis of 20 aminobiphenyl and 10 aminostilbene derivatives in high yields through a one-pot Suzuki coupling-nitro reduction and a Heck coupling-nitro reduction, respectively, starting from halonitroarenes as substrates.

Multifunctional cyclodextrin-based N,N-bidentate ligands for aqueous Heck arylation

Novel Pd(II) complexes coordinated by N,N-bidentate ligands derived from cyclodextrins have been synthesized by copper-catalyzed azide alkyne 1,3-cycloaddition (CuAAC). Depending on the nature of the N,N-bidentate ligand, fast or slow equilibriums between the free N,N-bidentate ligand and the Pd-species were detected by NMR measurements. The new Pd(II) complexes acted as efficient water soluble catalysts for the Heck reaction of aryl iodides in aqueous medium. The reaction could tolerate aerobic conditions and affords the coupling products in good yields. Once the reaction was complete, the product and the catalyst could be recovered separately by simple decantation.

Transition-metal-free semihydrogenation of diarylalkynes: Highly stereoselective synthesis of trans -alkenes using Na2S·9H 2O

A highly stereoselective and efficient transition-metal-free semihydrogenation of internal alkynes to E-alkenes using cheap and green water as hydrogen donor is described. The reactions are conducted under convenient conditions and provide products in good to excellent yields, with broad substrate scope, including a variety of diarylalkynes.

Hydrogenation of nitroarenes using defined iron-phosphine catalysts

A novel iron-catalyzed hydrogenation of nitroarenes to the corresponding amines is reported. An in situ combination of Fe(BF4) 2·6H2O and phosphine allows for highly selective hydrogenation of a broad range of aromatic and nitroarenes tolerating different functional groups.