68415-10-1

Upstream product

• 110-91-8 morpholine 
• 151-50-8 potassium cyanide 
• 459-57-4 4-fluorobenzaldehyde 
• 143-33-9 sodium cyanide 
• 773837-37-9 sodium cyanide 
• 10024-89-2 morpholin hydrochloride 
• 7677-24-9 trimethylsilyl cyanide 

Downstream Products

• 68415-16-7 2-(4-fluoro-phenyl)-3-methyl-2-morpholin-4-yl-pentanedinitrile 
• 436148-68-4 (4R,5S)-4,5-Bis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(4-fluoro-phenyl)-2-morpholin-4-yl-pentanenitrile 
• 29681-98-9 p-fluorobenzoylacetone 
• 1584709-86-3 C₂₆H₃₁FN₂O₄ 
• 1584709-92-1 C₂₆H₃₁FN₂O₄ 
• 436148-75-3 (3R,4S)-3,4-Bis-benzyloxy-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4-fluoro-phenyl)-butan-1-one 

Relevant academic research and scientific papers

A nitrile-stabilized ammonium ylide as a masked C-C=N synthon in heterocyclization with amidine-imine: 3-component assembly to fused pyrimidine scaffolds

A unique reactivity of a nitrile-stabilized quaternary ammonium ylide as a masked C-CN synthon in contrast to its usual sigmatropic rearrangement has been demonstrated. Its reaction with 2-aminopyridine-derived aldimine undergoes electronically-assisted n

Aged red wine pigments as a source of inspiration for organic synthesis - The cases of the color-stable pyranoflavylium and flavylium-(4→8)-flavan chromophores

Two flavylium-based chromophores peculiar to aged red wine pigments are investigated from a synthetic viewpoint. The condensation between easy-to-prepare 5-hydroxy-4-methylflavylium salts and aldehydes, giving birth to color-stable pyranoflavylium pigments, further proves efficient and wide in scope. A set of some twenty structurally-related flavylium-based pigments has been prepared and structure:color relationships are discussed. Furthermore, the synthesis of the flavylium-(4→8)-flavan chromophore is achieved via a novel three-step sequence. The elaborated sequence starts with an iodine-magnesium exchange from an 8-iodinated flavan, thus generating a magnesiated species that then smoothly reacts with a flavone to furnish an adduct, that finally leads to the expected chromophore via dehydration.

Steric Inhibition of Synergistic Radical Stabilizing Effects

Equilibrium acidities in Me2SO for 14 α-N-morpholinyl-, 6 α-N-piperidinyl-, and 7 α-cyclohexylarylacetonitriles and the oxidation potentials of their conjugate bases have been determined.The increased pKHA values by about 2 units observed in these systems, relative to the corresponding arylacetonitriles, is ascribed to the presence of increased steric constraints in the anions.Hammett plots revealed larger ρ values than for arylacetonitriles (6-7 versus 5.5), pointing to an increased negative charge density on the benzylic carbon atoms in the anions.A plot of anion oxidation potentials, Eox(A-), versus pKHA for the α-N-morpholinylarylacetonitriles was linear with a slope near unity, showing that remote substituents for the most part have very little effect on radical stabilities.A 5 and 6 kcal/mol lowering of the BDE of the acidic C-H bond caused by replacing the cyclohexyl group in α-cyclohexylphenylacetonitrile by α-N-morpholinyl or N-piperidinyl groups, respectively, is attributed to the strong donor properties of these amino functions.The effects are only about one-third as large, however, as similar effects in R2NCH2COPh, where the steric effect of Ph is absent and a synergistic effect is believed to be operative.