19362-96-0

Upstream product

• 100-52-7 benzaldehyde 
• 107-13-1 acrylonitrile 
• 64691-57-2 benzaldehyde/β-CyD complex (1:1) 
• 70-55-3 toluene-4-sulfonamide 
• 998-40-3 tributylphosphine 
• 1156004-00-0 2-((Butylselanyl)methyl)-3-hydroxy-3-phenylpropanenitrile 
• 557-21-1 zinc(II) cyanide 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 

Downstream Products

• 130889-21-3 Phosphorous acid 2-cyano-1-phenyl-allyl ester diethyl ester 
• 131469-63-1 2-Benzoyl-oxirane-2-carbonitrile 
• 222179-66-0 (3-hydroxy-3-phenyl-(2-benzylaminomethyl))propionitrile 
• 131202-39-6 [2E]-2-Cyano-3-phenylprop-2-enol 
• 139413-82-4 (Z)-2-(bromomethyl)-3-phenylacrylonitrile 
• 139413-81-3 (E)-2-(bromomethyl)-3-phenylacrylonitrile 
• 54882-03-0 2-benzyl-3-phenylprop-2-enenitrile 
• 497181-77-8 2-[(5,5-dimethyl-[1,3,2]dioxaphosphinan-2-yloxy)-phenyl-methyl]-acrylonitrile 
• 540517-10-0 3-methoxy-2-methylene-3-phenylpropiononitrile 
• 1197-33-7 2-methyl-3-phenyl-acrylonitrile 
• 29478-57-7 3-hydroxy-3-phenyl-2-methylpropionitrile 
• 852287-78-6 2-cyclohexylaminomethyl-3-hydroxy-3-phenyl-propionitrile 
• 852287-73-1 2-[(4-fluoro-benzylamino)-methyl]-3-hydroxy-3-phenyl-propionitrile 

Relevant academic research and scientific papers

Effect of branching in alkylgroups of tertiary amines on their performance as catalysts in the high pressure promoted Bylis-Hillman reaction

Receptors 1 were tested as catalysts for the high pressure promoted Baylis-Hillman reaction. Surprisingly most of the compounds were found to be catalytically inactive. With model compounds (simple acyclic tertiary amines) it could be shown that tertiary amines with branches at their α-carbon atoms show a remarkable decreased activity. It is proposed that the branches prevent attack of the lone pair of the amine on the double bond of the alkene. This explains why only receptors without this feature are catalytically active.

Acceleration in water of the Baylis-Hillman reaction

DABCO-catalyzed coupling reaction of benzaldehyde with acrylonitrile was greatly accelerated in water compared to usual organic solvents. The reaction was even more accelerated by adding lithium or sodium iodide in the aqueous medium. Other structured sol

An Improved Protocol for the Morita-Baylis-Hillman Reaction Allows Unprecedented Broad Synthetic Scope

The Morita-Baylis-Hillman (MBH) reaction has been stablished as an important C?C bond-forming transformation between carbonyl-containing compounds and activated olefins. However, the slow reaction rate usually observed with electron-rich electrophilic par

Design, Synthesis, and Biological Evaluation of Organic Nitrite (NO 2-) Donors as Potential Anticerebral Ischemia Agents

The treatment of ischemic stroke (IS) remains a big challenge in clinics, and it is urgently needed to develop novel, safe, and effective medicines against IS. Here, we report the design, synthesis, and biological evaluation of organic NO2- donors as potential agents for the treatment of IS. The representative compound 4a was able to slowly generate low concentrations of NO2- by reaction with a thiol-containing nucleophile, and the NO2- was selectively converted into NO under ischemic/hypoxia conditions to protect primary rat neurons from oxygen-glucose deprivation and recovery (OGD/R)-induced cytotoxicity by enhancing the Nrf2 signaling and activating the NO/cGMP/PKG pathway. Treatment with 4a at 2 h before or after ischemia mitigated the ischemia/reperfusion-induced brain injury in middle cerebral artery occlusion (MCAO) rats by producing NO and enhancing Nrf2 signaling. Furthermore, 4a significantly promoted endothelial cell proliferation and angiogenesis within the ischemic penumbra. Our findings suggest that this type of NO2- donors, like 4a, may be valuable to fight IS and other ischemic diseases.

Iodine-catalyzed thioallylation of indoles using Bunte salts prepared from Baylis-Hillman bromides

Metal-free iodine-catalyzed regioselective thioallylation of indoles has been accomplished at room temperature using Bunte salts prepared from Baylis-Hillman bromides. The resulting multi-functional C3 thioallylated indoles exhibit ample structural divers

Modular and Stereoselective Approach to Highly Substituted Indole/Pyrrole-Fused Diazepanones

A one-pot synthetic method for indole/pyrrole-fused 1,4-diazepanone scaffolds has been developed. This method involves a sequential amide coupling/intramolecular aza-Michael addition of 1H-indole/pyrrole-2-carboxylic acids with Morita-Baylis-Hillman-deriv

A one-pot three-step multicomponent synthesis of functionalized allyl dithiocarbamates using Baylis–Hillman reaction

A one-pot, pseudo five-component, highly diastereoselective, and mild procedure for the synthesis of functionalized allyl dithiocarbamates is developed. The Baylis–Hillman (BH) reaction of aromatic (heteroaromatic) aldehydes and activated alkenes using DA

Substrate Profiling of the Cobalt Nitrile Hydratase from Rhodococcus rhodochrous ATCC BAA 870

The aromatic substrate profile of the cobalt nitrile hydratase from Rhodococcus rhodochrous ATCC BAA 870 was evaluated against a wide range of nitrile containing compounds (>60). To determine the substrate limits of this enzyme, compounds ranging in size from small (90 Da) to large (325 Da) were evaluated. Larger compounds included those with a biaryl axis, prepared by the Suzuki coupling reaction, Morita–Baylis–Hillman adducts, heteroatomlinked diarylpyridines prepared by Buchwald–Hartwig crosscoupling reactions and imidazo[1,2a]pyridines prepared by the Groebke–Blackburn–Bienaymé multicomponent reaction. The enzyme active site was moderately accommodating, accepting almost all of the small aromatic nitriles, the diarylpyridines and most of the biaryl compounds and Morita–Baylis–Hillman products but not the Groebke–Blackburn–Bienaymé products. Nitrile conversion was influenced by steric hindrance around the cyano group, the presence of electron donating groups (e.g., methoxy) on the aromatic ring, and the overall size of the compound.

Azidophosphonium salt-directed chemoselective synthesis of (E)/(Z)-cinnamyl-1H-Triazoles and regiospecific access to bromomethylcoumarins from Morita-Baylis-Hillman adducts

The direct transformation of Morita-Baylis-Hillman (MBH) adducts into molecules of interest is a crucial process wherein allylic hydroxy-protected or halogenated MBH adducts are commonly preferred. Herein, we report an azidophosphonium salt (AzPS)-catalys

Method for preparing alkenyl cyanide compounds

The invention discloses a method for preparing alkenyl cyanide compounds represented by formula II. Alkynes represented by formula I and a cyanation reagent are subjected to a reduction reaction represented by a formula shown in the description in an organic solvent under the protection of a gas at 20-100 DEG C under the action of a nickel catalyst, a reducing agent and H2O to prepare the alkenyl cyanide compounds represented by formula II. The preparation method of the invention, which adopts the cheap nickel as the catalytic system, has the advantages of simplicity in operation, mild reaction conditions, good compatibility of functional groups, wide application range of the substrate, high reaction efficiency and high yield, so the method has high application and promotion values.