60857-45-6

Upstream product

• 1214-47-7 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 100-42-5 styrene 
• 135-02-4 ortho-anisaldehyde 
• 579-74-8 2-Methoxyacetophenone 
• 100-52-7 benzaldehyde 
• 6948-61-4 (E)-1-(2-methoxyphenyl)-3-phenylprop-2-en-1-one 
• 40524-62-7 1-(2-methoxyphenyl)-3-phenyl-2-propene-1-one 

Downstream Products

• 854632-85-2 3-(2-methoxy-phenyl)-3-oxo-2-phenyl-propionaldehyde 
• 95279-91-7 α,2'-dimethoxy-chalcone 
• 5543-03-3 1-(2-methoxy-phenyl)-3-phenyl-propane-1,2-dione 
• 912345-64-3 3-hydroxy-1-(2-methoxyphenyl)-3-phenylpropan-1-one 
• 4982-10-9 3-Chlor-1-(2-methoxy-phenyl)-3-phenyl-propan-2-ol-1-on 
• 4982-14-3 α-hydroxy-2'-methoxy-chalcone 
• 93435-11-1 2-hydroxy-2-(2-methoxy-phenyl)-3-phenyl-propionic acid 
• 5533-64-2 5-benzyl-5-(2-methoxy-phenyl)-imidazolidine-2,4-dione 

Relevant academic research and scientific papers

A high-yielding protocol for the synthesis of 4,5-diarylpyrimidin-2-amine derivatives from chalcones

A novel, high yielding and versatile protocol was achieved for the synthesis of 4,5-diaryl-2-pyrimidinamine derivatives from chalcones. The synthesis was accomplished by converting the chalcones into 3-chloro-2,3-diaryl-2-propen-1-ones followed by subsequent reaction with amidine derivatives.

Asymmetric epoxidation of α,β-unsaturated ketones via an amine-thiourea dual activation catalysis

A simple asymmetric epoxidation method is developed to effectively synthesize chiral α-carbonyl epoxides through an amine-thiourea dual activation catalysis. In this method, TBHP, as an oxidant, determined the reaction rate, and the chiral amine-thiourea catalyst effectively controlled the stereoselectivity of the reaction, and KOH promoted deprotonation. 22 examples of α,β-unsaturated ketones with various substituent groups are smoothly converted into α-carbonyl epoxides with moderate to excellent enantiomeric excess.

Peroxide- And transition metal-free electrochemical synthesis of α,β-epoxy ketones

A novel electrochemical method for the synthesis of α,β-epoxy ketones is reported. With KI as the redox mediator, methyl ketones reacted with aldehydes under peroxide- and transition metal-free electrolytic conditions and afforded α,β-epoxy ketones in one pot (36 examples, 52-90% yield). This safe and environmental-friendly method has a broad substrate scope and can readily provide a variety of α,β-epoxy ketones in gram-scales for evaluation of their anti-cancer activities.

Asymmetric synthesis of new γ-butenolides: Via organocatalyzed epoxidation of chalcones

γ-Butenolides have been recognized as an important structural framework in a number of natural products and medicinally important agents. In this work we describe a new metal-free sequential strategy for the asymmetric synthesis of substituted γ-butenolides having epoxychalcones as the advanced intermediate. Using the optimized reaction conditions, we were able to carry out the three-step sequence, epoxidation, olefination and hydrolysis, with only one single chromatographic purification of the final product, furnishing new enantiomerically enriched γ-butenolides in moderate overall yield and good enantiomeric excess.

Preparation of mesoporous zeolite ETS-10 catalysts for high-yield synthesis of α,β-epoxy ketones

Developing highly active heterogeneous catalysts for the efficient construction of valuable building blocks is of great importance to synthetic chemistry. For this purpose, a mesoporous zeolite ETS-10 (METS-10) is synthesized by using a mesoscale silane surfactant as a template and applied to achieve highly efficient syntheses of α,β-epoxy ketones by employing simple alkenes and aldehydes as starting materials. The high activity of the METS-10 catalyst is attributed to its unique porous structure and basicity. Electron paramagnetic resonance characterization results and theoretical calculation experimental data reveal that the strong basic sites on METS-10 catalyst can activate the reaction substrate and intermediate. In addition, the mesopores in METS-10 catalyst benefit the mass transfer and further improve the catalytic activity. Mesoporous zeolite ETS-10 is synthesized by using mesoscale silane surfactant as a template and applied to the highly efficient synthesis of α,β-epoxy ketones by employing simple alkenes and aldehydes as starting materials. The high activity of the mesoporous ETS-10 catalyst is attributed to its unique porous structure and basicity.

A transition-metal-free, one-pot procedure for the synthesis of α,β-epoxy ketones by oxidative coupling of alkenes and aldehydes via base catalysis

A new strategy for the synthesis of epoxides is presented. This process allows the direct synthesis of epoxides from alkenes and aldehydes through C-H functionalization and C-C/C-O bond formation. This journal is

Biomimetic hydrogenation: A reusable NADH co-enzyme model for hydrogenation of α,β-epoxy ketones and 1,2-diketones

A biomimetic method has been developed to transform α,β-epoxy ketones or 1,2-diketones into corresponding β-hydroxy ketones or α-hydroxy ketones using a catalytic amount of BNAH or BNA +Br-. The regeneration of BNAH or BNA+Br - is achieved by a mixture of HCOOH/Et3N. A radical mechanism is proposed to explain these observations.

Ring closing and photooxidation in nitrogen analogues of 3-hydroxyflavone

An epoxide intermediate in the Algar-Flynn-Oyamada (AFO) synthesis of flavones is reaffirmed through the use of quinolone analogues to 3-hydroxyflavone (3HF).Stepwise synthesis of analogues 3-hydroxy-2-phenyl-1,4-dihydro-4-quinolone 11 and 3-hydroxy-1-methyl-2-phenyl-1,4-dihydro-4-quinolone 12, via chalcone formation, epoxidation, ring closing and final oxidation, has been accomplished.The intermediacy of an epoxide is further supported by blocking cyclization with methoxy substitution at the 2'-position (1A).Absorption/emission spectroscopy of 11 and 12 shows large red shifts, as seen in 3HF, indicative of an excited state intramolecular proton transfer mechanism.Nitrogen analogues demonstrate photooxidative stability similar to that of 3HF.

Synthetic Enzymes. Part 2. Catalytyc Asymmetric Epoxidation by means of Polyamino-acids in a Triphase System

The asymmetric epoxidation of several chalcones and other electron-poor olefins, in the presence of catalytic amounts of poly-(S)-amino-acids in a triphase system with optical yields of up to 96percent is described.The influence of the molecular structure of the catalysts and substrates, the solvent, and the temperature on the stereochemistry is discussed.

Involvement of Zwitterionic Perepoxide Intermediate in Photooxygenation of α,β-Unsaturated Aromatic Ketones

Plausible involvement of a zwitterionic perepoxide intermediate in dye-sensitized photooxygenation of α,β-unsaturated aromatic ketones has been suggested.The carbonyl group in such compounds appears to have only a steric influence.