112632-67-4

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 107-13-1 acrylonitrile 
• 104-54-1 3-Phenylpropenol 
• 557-21-1 zinc(II) cyanide 
• 99902-35-9 5-phenylpent-1-yn-3-ol 

Downstream Products

• 1171246-80-2 (E)-3-(3-phenylpropylidene)-5-methylpiperidine-2,6-dione 
• 1171246-76-6 C₁₄H₁₅NO₂ 

Relevant academic research and scientific papers

Enzymatic kinetic resolution of Morita-Baylis-Hillman acetates

Racemic Morita-Baylis-Hillman adducts derived from the reaction of acrylonitrile with benzaldehyde, cinnamaldehyde and hydrocinnamaldehyde have been successfully resolved by means of enzymatic kinetic resolution. The (+)-alcohol products were isolated wit

Direct Decarboxylative Allylation and Arylation of Aliphatic Carboxylic Acids Using Flavin-Mediated Photoredox Catalysis

We describe herein a direct decarboxylative allylation of aliphatic carboxylic acids with allylsulfones using visible light and riboflavin tetraacetate (RFTA) as photocatalyst. The reaction proceeds at room temperature tolerating a wide range of functiona

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.

Nickel-Catalyzed Highly Regioselective Hydrocyanation of Terminal Alkynes with Zn(CN)2 Using Water as the Hydrogen Source

The first efficient and general nickel-catalyzed hydrocyanation of terminal alkynes with Zn(CN)2 in the presence of water has been developed. The reaction provides a regioselective protocol for the synthesis of functionalized vinyl nitriles with a range of structural diversity under mild reaction conditions while obviating use of the volatile and hazardous reagent of HCN. Deuterium-labeling experiments confirmed the role of water as the hydrogen source in this hydrocyanation reaction.

General, Simple, and Chemoselective Catalysts for the Isomerization of Allylic Alcohols: The Importance of the Halide Ligand

Remarkably simple IrIIIcatalysts enable the isomerization of primary and sec-allylic alcohols under very mild reaction conditions. X-ray absorption spectroscopy (XAS) and mass spectrometry (MS) studies indicate that the catalysts, with the general formula [Cp*IrIII], require a halide ligand for catalytic activity, but no additives or additional ligands are needed.

Probing the mechanism of allylic substitution of morita-baylis- Hillman acetates (MBHAS) by using the silyl phosphonite paradigm: Scope and applications of a versatile transformation

A P-C bond-forming reaction between silyl phosphonites and Morita-Baylis-Hillman acetates (MBHAs) is explored as a general alternative towards medicinally relevant ?2;-carboxyphosphinic structural motifs. Conversion rates of diversely substituted MBHAs to phosphinic acids 9 or 14that were recorded by using 31P NMR spectroscopy revealed unexpected reactivity differences between ester and nitrile derivatives. These kinetic profiles and DFT calculations support a mechanistic scenario in which observed differences can be explained from the "lateness" of transition states. In addition, we provide experimental evidence suggesting that enolates due to initial P-Michael addition are not formed. Based on the proposed mechanistic scenario in conjunction with DFT calculations, an interpretation of the E/Z stereoselectivity differences between ester and nitriles is proposed. Synthetic opportunities stemming from this transformation are presented, which deal with the preparation of several synthetically capricious phosphinic building blocks, whose access through the classical P-Michael synthetic route is not straightforward.

The first one-pot synthesis of Morita-Baylis-Hillman adducts starting directly from alcohols

The first example of one-pot oxidative carbon-carbon bond formation via the Morita-Baylis-Hillman reaction using alcohols is reported. The protocol involves silica gel-DABCO catalyzed oxidation of alcohols to aldehydes with chloramine-T followed by their

The Baylis-Hillman adducts as valuable source for one-pot multi-step synthesis: A facile synthesis of substituted piperidin-2-ones

A facile, convenient, and one-pot multi-step synthesis of substituted piperidin-2-ones from the Baylis - Hillman alcohols derived from various aldehydes and acrylonitrile, involving Johnson - Claisen rearrangement, reduction of an α,β-unsaturated nitrile

Poly(ethyleneglycol) (PEG): A rapid and recyclable reaction medium for the DABCO-catalyzed Baylis-Hillman reaction

PEG (400) has been used as a rapid and recyclable reaction medium for the Baylis-Hillman reaction with the conventional basic catalyst DABCO (20mol%) with very good yields of products. Recyclability is achieved with no further addition of DABCO to the rea

A Simple Synthesis of 2-(1-Hydroxyalkyl)acrylonitriles

2-(1-Hydroxyalkyl)acrylonitriles are conveniently prepared in excellent yields by the reaction of acrylonitile with a variety of aldehydes catalyzed by 1,4-diazabicyclooctane (DABCO).