70486-00-9

Upstream product

• 19518-12-8 1-(3-oxo-3-phenyl-propenyl)-pyridinium; chloride 
• 100-61-8 N-methylaniline 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 93-55-0 1-phenyl-propan-1-one 
• 3623-15-2 phenyl propargyl ketone 
• 15397-33-8 3-Oxo-3-phenylpropanal 
• 98-86-2 acetophenone 
• 98-88-4 benzoyl chloride 
• 6919-61-5 N-methoxy-N-methylbenzamide 

Downstream Products

• 111183-85-8 6,6-dimethyl-1-phenylheptane-1,5-dione 
• 98540-63-7 (S)-1,7,7-Trimethyl-3-(3-oxo-3-phenyl-propyl)-bicyclo[2.2.1]heptan-2-one 
• 47074-06-6 2-Methyl-1,5-diphenyl-1,5-pentanedione 
• 1314140-52-7 C₂₁H₂₁NO₅ 

Relevant academic research and scientific papers

Fe-Catalyzed enaminone synthesis from ketones and amines

We have developed an iron-catalyzed direct olefination for enaminone synthesis, with saturated ketones as a source of olefins. This direct ketone β-functionalization reaction has readily available starting materials and a wide range of substrates and requires mild reaction conditions.

Relay Catalysis to Synthesize β-Substituted Enones: Organocatalytic Substitution of Vinylogous Esters and Amides with Organoboronates

Organocatalysis was shown to facilitate conjugate additions to vinylogous esters and amides for the first time. Subsequent elimination of a β-alcohol or amine provided π-conjugated β-substituted enones. Remarkably, nucleophile addition to the electron-rich vinylogous substrates is more rapid than classical enones, forming monosubstituted products. A doubly organocatalytic (organic diol and methyl aniline) conjugate addition synthesized the products directly from alkynyl ketones. Both of these catalytic transformations are orthogonal to transition metal catalysis, allowing for good yields, easily accessible or commercially available reagents, high selectivity, reagent recovery and recyclability, facile scalability, and exceptional functional group tolerance.

Green H 2 O-Promoted Solvent-Free Synthesis of Enaminocarbonyl Compounds with High Stereoselectivity from Electron-Deficient Terminal Alkynes

A green H 2 O-promoted solvent-free hydroamination of electron-deficient terminal alkynes with amines has been developed. All secondary amines, including aliphatic and aromatic amines, gave the corresponding (E)-enamines in good to excellent yi

Organic intermediate carbonyl enamine compound and preparation method thereof

The present invention relates to an organic intermediate carbonyl enamine compound and a preparation method thereof. The carbonyl enamine compound has a chemical structure as shown in a formula (I) which is described in the specification. In the formula (

Highly Site-Selective Metal-Free C-H Acyloxylation of Stable Enamines

A highly site-selective acyloxylation of stable enamines with PhI(OAc)2 under metal-free conditions to afford (E)-vinyl acetate derivatives in good to excellent yields is described. Depending on the judicious choice of the solvent system, either the α- or β-site-selective product could be obtained with high selectivity. For the α-site-selective product, the rearranged amide compound is obtained as the major product. This reaction proceeds under mild reaction conditions (room temperature, metal-free, and open-flask) and features a broad substrate scope.

Synthesis of Polyaromatic Rings: Rh(III)-Catalyzed [5 + 1] Annulation of Enaminones with Vinyl Esters through C-H Bond Functionalization

An expedient [5 + 1] annulation method via Rh(III)-catalyzed C-H bond functionalization of enaminones to synthesize polyaromatic rings is described. The reaction tolerates a broad range of functional groups and offers a new entry to construct polycyclic a

Synthesis of Polyaromatic Rings: Rh(III)-Catalyzed [5 + 1] Annulation of Enaminones with Vinyl Esters through C-H Bond Functionalization

An expedient [5 + 1] annulation method via Rh(III)-catalyzed C-H bond functionalization of enaminones to synthesize polyaromatic rings is described. The reaction tolerates a broad range of functional groups and offers a new entry to construct polycyclic a

Synthesis of the naphthalenone, dihydroquinoline, and dihydrofuran derivatives

The reactions of enaminones with dimethyl diazomalonate were investigated in the presence of copper(II) acetylacetonate. From the reaction of (E)-3-[methyl(phenyl)amino]-1-phenylprop-2-en-1-one (6c), dimethyl 2-[methyl(phenyl)amino]-4-oxonaphthalene-1,1-(4H)-dicarboxylate, was unexpectedly obtained as the major product. Quinoline derivatives were formed as the major products in the case of N-methyl-p-anisidino and N-methyl-p-toluidino enaminones. The reactions of acetyl enaminones were also realized, and quinoline derivatives were isolated as the major products. 3H- and 5H-dihydrofurans were also formed as side products in these reactions. These results differ from those reported earlier on the reactions of tertiary enaminones with carbenes/metal carbenes.

A convenient synthesis of masked β-ketoaldehydes by the controlled addition of nucleophiles to (trimethylsilyl)ethynyl ketones

The controlled addition of nucleophiles to (trimethylsilyl)ethynyl ketones provides a facile route to β-ketoacetals, β-alkoxy-α,β-unsaturated ketones or vinylogous amides depending on the choice of reaction conditions.