26976-88-5

Upstream product

• 1955-39-1 5-phenyl-3H-furan-2-one 
• 124-40-3 dimethyl amine 
• 2051-95-8 succinylbenzene 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 75-11-6 diiodomethane 
• 18871-71-1 N,N-dimethyl 3-oxo-3-phenyl-propanamide 
• 2680-03-7 N,N-Dimethylacrylamide 
• 100-52-7 benzaldehyde 
• 108-86-1 bromobenzene 
• 611-73-4 Benzoylformic acid 
• 57957-24-1 N-(1-phenylvinyl)acetamide 
• 2675-89-0 2-chloro-N,N-dimethylacetamide 
• 36952-37-1 (E)-N-(3-methylpyridin-2-yl)-1-phenylmethanimine 
• 591-51-5 phenyllithium 

Downstream Products

• 36764-09-7 4-hydroxy-N,N-dimethyl-4-phenylbutanamide 
• 92855-46-4 3-(1,3-benzothiazol-2-yl)-1-phenylpropan-1-one 

Relevant academic research and scientific papers

Tributylphosphine-catalyzed Stetter reaction of N,N-dimethylacrylamide: Synthesis of N,N-dimethyl-3-aroylpropionamides

The reaction of arylaldehydes 1 and N,N-dimethylacrylamide in the presence of tributylphosphine afforded N,N-dimethyl-3-aroylpropionamides 2 in moderate yields. The reaction might involve the formation of α-oxo ylide A.

Quaternary Charge-Transfer Complex Enables Photoenzymatic Intermolecular Hydroalkylation of Olefins

Intermolecular C-C bond-forming reactions are underdeveloped transformations in the field of biocatalysis. Here we report a photoenzymatic intermolecular hydroalkylation of olefins catalyzed by flavin-dependent 'ene'-reductases. Radical initiation occurs via photoexcitation of a rare high-order enzyme-templated charge-transfer complex that forms between an alkene, α-chloroamide, and flavin hydroquinone. This unique mechanism ensures that radical formation only occurs when both substrates are present within the protein active site. This active site can control the radical terminating hydrogen atom transfer, enabling the synthesis of enantioenriched γ-stereogenic amides. This work highlights the potential for photoenzymatic catalysis to enable new biocatalytic transformations via previously unknown electron transfer mechanisms.

Decarboxylative 1,4-Addition of α-Oxocarboxylic Acids with Michael Acceptors Enabled by Photoredox Catalysis

Enabled by iridium photoredox catalysis, 2-oxo-2-(hetero)arylacetic acids were decarboxylatively added to various Michael acceptors including α,β-unsaturated ester, ketone, amide, aldehyde, nitrile, and sulfone at room temperature. The reaction presents a new type of acyl Michael addition using stable and easily accessible carboxylic acid to formally generate acyl anion through photoredox-catalyzed radical decarboxylation.

Enantioselective Ruthenium(II)/Xyl-SunPhos/Daipen-Catalyzed hydrogenation of γ-Ketoamides

A0series of γ-hydroxy amides were synthesized with high ena~tioselectivities (up to 99%) usyng asymmetric hydrogenation of the corresponding γ-ketoamides in the presence of Ru-Xyl-SunPhos-Daipen catalyst providing key building blocks for a variety of natu

Direct intermolecular hydroacylation of N,N-dialkylacrylamides with aldehydes catalyzed by a cationic rhodium(I)/dppb complex

Figure presented A cationic rhodium(l)/dppb complex catalyzed direct intermolecular hydroacylation of N,N-dialkylacrylamides with both aliphatic and aromatic aldehydes has been achieved through the stabilization of acylrhodium intermediates by alkene chel

One-pot synthesis of oxo acid derivatives by RhI-catalyzed chelation-assisted hydroacylation

Various oxo acid derivatives were obtained directly from the reaction of aliphatic and aromatic aldehydes with ω-alkenoic acid derivatives in the presence of rhodium(I) complexes and 2-amino-3-picoline. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Intermolecular hydroacylation of acrylate esters: A new route to 1,4-dicarbonyls

1,4-Dicarbonyl compounds can be prepared using a Rh(I) mediated hydroacylation reaction between (2-aminopicolyl)imines and acrylate esters followed by acid hydrolysis.

Tandem chain extension-homoenolate formation: The formation of α-methylated-γ-keto esters

matrixpresented A tandem chain extension-homoenolate formation reaction is described. The treatment of β-keto esters with the Furukawa reagent followed by exposure to a catalytic amount of trimethylsilyl chloride provides access to an ester homoenolate.

Zinc carbenoid-mediated chain extension of β-keto amides

The reaction of β-keto amides with ethyl(iodomethyl)zinc provides access to a wide variety of γ-keto amides, including primary, secondary, and tertiary amides. Although the reaction of α-substituted β-keto amides are in many cases unsatisfactory, the method can be applied to a broad spectrum of substrates that possess imide and olefinic functionality.

Oxidative Generation of α-Radicals of Carbonyl Compounds from the α-Stannyl Derivatives and Their Reactions with Electron-Rich Olefins

The oxidation of α-tributylstannyl alkanoates with tetrabutylammonium hexanitratocerate(IV) generates α-radicals of the alkanoates by eliminating the stannylium ion.The thus-formed radicals react with various electron-rich olefinic compounds, such as silyl enol ethers, giving addition products in good yield.This method formally achieves selective cross coupling between alkanoates and ketones.