128126-18-1

Upstream product

• 1774-66-9 3-(4-bromophenyl)-1-phenylprop-2-en-1-one 
• 1122-91-4 4-bromo-benzaldehyde 
• 98-86-2 acetophenone 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 100-52-7 benzaldehyde 
• 4636-16-2 iodoacetophenone 
• 22966-09-2 (2E)-3-(4-bromophenyl)-1-phenylprop-2-en-1-one 
• 70-11-1 α-bromoacetophenone 
• 14531-55-6 3,5-dimethyl-4-nitro-1H-pyrazole 
• 27730-00-3 (3-(4-bromophenyl)oxiran-2-yl)(phenyl)methanone 
• 532-27-4 1-chloroacetophenone 
• 100-42-5 styrene 

Downstream Products

• 39229-12-4 4-bromobenzil 
• 100954-45-8 <4-Brom-phenyl>benzoylacetaldehyd 
• 106002-84-0 3-(4-bromophenyl)-1-phenylpropane-1,2-dione 
• 106002-79-3 erythro-N-(2-benzoyl-1-p-bromophenyl-2-chloroethyl)-S-methyl thiocarbamate 
• 106002-81-7 erythro-N-(2-benzoyl-1-p-bromophenyl-2-chloroethyl)-S-isopropyl thiocarbamate 
• 106002-80-6 erythro-N-(2-benzoyl-1-p-bromophenyl-2-chloroethyl)-S-ethyl thiocarbamate 
• 135460-29-6 3-Bromo-3-(4-bromo-phenyl)-2-hydroxy-1-phenyl-propan-1-one 
• 99430-37-2 3-(4-Bromo-phenyl)-3-fluoro-2-hydroxy-1-phenyl-propan-1-one 

Relevant academic research and scientific papers

One-Pot Aerobic Photooxidative Darzens Reaction from Styrene and Benzyl Alcohol via Phenacyl Iodide and Benzaldehyde by Using?- Iodine

We report a one-pot protocol for the synthesis of α,β-epoxy ketones from benzyl alcohols and styrenes with molecular oxygen, visible light, and molecular iodine. This procedure involves simultaneous aerobic photooxidative transformation of a benzyl alcohol into a benzaldehyde and of a styrene into a phenacyl iodide, with a subsequent Darzens reaction in one pot. This is the first report of a one-pot oxidative Darzens reaction starting from benzyl alcohols and styrenes.

Intramolecular Friedel-Crafts alkylation of chalcone epoxides using indium(III) chloride as an efficient catalyst

Indium(III) chloride catalyzes the ring opening of chalcone epoxides followed by intramolecular Friedel-Crafts alkylation under mild conditions at room temperature to afford highly functionalized 3-aryl-2-hydroxy-2,3-dihydro- 1H-inden-1-ones in excellent yields (81-95%). Georg Thieme Verlag Stuttgart, New York.

Enantioselective darzens reaction using organoselenide-lithium hydroxide complexes

Asymmetric Darzens reaction catalyzed by chiral selenides is described. A novel Lewis acid/Br?nsted base catalyst formed by C2 symmetric chiral selenide-bearing isoborneol skeletons, which were readily prepared from (1S)-10-camphorsulfonic acid, and LiOH promoted the reaction of phenacyl bromide with aldehydes to afford the desired trans oxiranes with up to 62% ee.

Kinetic resolution of 2,3-epoxy 3-aryl ketones via catalytic asymmetric ring-opening with pyrazole derivatives

A highly efficient catalytic kinetic resolution of 2,3-epoxy 3-aryl ketones via asymmetric ring-opening with pyrazole derivatives has been achieved by using a chiral N,N′-dioxide-Sc(III) complex as the catalyst. A wide variety of substrates were readily scoped, and the selectivity factors obtained were excellent (up to >300).

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.

Asymmetric epoxidation of α,β-unsaturated ketones catalyzed by rare-earth metal amides RE[N(SiMe3)2]3with chiral TADDOL ligands

The catalytic asymmetric epoxidation of α,β-unsaturated ketones by tert-butylhydroperoxide (TBHP) has been well established using rare-earth metal amides RE[N(SiMe3)2]3 (RE = La(1), Nd(2), Sm(3), Y(4), Yb(5)) with chiral TADDOL ligands. It was found that

Asymmetric Epoxidation of Enones Promoted by Dinuclear Magnesium Catalyst

Asymmetric synthesis with cheaper and non-toxic alkaline earth metal catalysts is becoming an important and sustainable alternative to conventional catalytic methodologies mostly relying on precious metals. In spite of some sustainable methods for enantioselective epoxidation of enones, the development of a well-defined and efficient catalyst based on magnesium complexes for these reactions is still a challenging task. In this perspective, we present the application of chiral dinuclear magnesium complexes for asymmetric epoxidation of a broad range of electron-deficient enones. We demonstrate that the in situ generated magnesium-ProPhenol complex affords enantioenriched oxiranes in high yields and with excellent enantioselectivities (up to 99% ee). Our extensive study verifies the literature data in this area and provides a step forward to better understand the factors controlling the oxygenation process. Elaborated catalyst offers mild reaction conditions and a truly wide substrate scope. (Figure presented.).

Application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric reaction

The invention relates to application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric epoxidation reaction of chalcone compounds. According to the application, alpha, beta-unsaturated ketone shown in a formula (1) and tert-butyl hydroperoxide react in the presence of organic alkali under the combined catalytic action of a chiral TADDOL ligand shown in a formula (3) and rare earth metal amide in an anhydrous, oxygen-free and protective atmosphere to obtain the chiral epoxy compound shown in the formula (2) after the reaction is completed, wherein R1 is selected from hydrogen, alkyl, halogen, alkoxy, trifluoromethyl, nitro or cyano, R2 is selected from phenyl, substituted phenyl, naphthyl, furyl or thienyl; R3 and R4 are respectively and independently selected from alkyl, phenyl or R3 and R4 and carbon atoms connected with R3 and R4 form naphthenic base; Ar is phenyl, substituted phenyl, biphenyl or naphthyl; the molecular formula of the rare earth metal amide is RE [N (SiMe3) 2] 3. The method has the advantages of wide substrate application range, high yield and high enantioselectivity.

Pyrenediones as versatile photocatalysts for oxygenation reactions with: In situ generation of hydrogen peroxide under visible light

Pyrenediones (PYDs) are efficient photocatalysts for three oxygenation reactions: Epoxidation of electron deficient olefins, oxidative hydroxylation of organoborons, and oxidation of sulfides via in situ generation of H2O2 under visible light irradiation, using oxygen as a terminal oxidant and IPA as a solvent and a hydrogen donor.

Synthesis and characterization of 1,3,5-triarylpyrazol-4-ols and 3,5-diarylisoxazol-4-ols from chalcones and theoretical studies of the stability of pyrazol-4-ol toward acid dehydration

The synthesis of diverse pyrazol-4-ol and isoxazole-4-ol heterocycles involving only 3 reaction steps is reported in this study. However, the synthesis of carboxamide pyrazol-4-ol has failed in the conditions used in the synthesis, acid methanol solution. The carboxamide pyrazol-4-ol decomposes via dehydration, forming the respective pyrazol. Theoretical calculations were used to elucidate the dehydration reaction. We have found a mechanism for acid-catalyzed dehydration that can explain the experimental observations. The calculated free energy profile for acid-catalyzed dehydration of the carboxamide pyrazol-4-ol and phenylpyrazole-4-ol point out that the latter is more stable in relation dehydration, with a dehydration rate 100 times smaller in acid methanol solution.