128672-45-7

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 70-11-1 α-bromoacetophenone 
• 614-48-2 3-nitrochalcone 
• 614-48-2 (E)-3-nitrochalcone 
• 98-86-2 acetophenone 
• 532-27-4 1-chloroacetophenone 
• 124-38-9 carbon dioxide 

Downstream Products

• 1345732-72-0 (Z)-2-chloro-3-(3-nitrophenyl)-1-phenylpropen-1-one 
• 93850-84-1 [(4S,5R)-2,2-Dimethyl-5-(3-nitro-phenyl)-[1,3]dioxolan-4-yl]-phenyl-methanone 
• 56856-43-0 1-(3-nitrophenyl)-2-phenylethane-1,2-dione 
• 1217439-15-0 C₂₃H₁₈N₂O₄ 
• 16860-55-2 5-(3-nitrophenyl)-1,3-diphenyl-1H-pyrazole 
• 964-91-0 5-(3-nitrophenyl)-3-phenylisoxazole 
• 614-48-2 3-nitrochalcone 
• 37975-15-8 1-(3'-nitrophenyl)-3-phenylpropane-1,3-dione 

Relevant academic research and scientific papers

Facile epoxidation of α,β-unsaturated ketones with trans -3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane as an efficient oxidant

Application of trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane as an efficient oxygen source has been explored in the epoxidation of trans-chalcones. The reactions proceed under mild conditions at room temperature in alkaline solution to afford the corresponding epoxides in excellent yields.

One approach to cyclic carbonates via a three-component cyclization of phenacyl bromide, CO2, and aldehyde

A three-component cyclization reaction was designed for synthesizing cyclic carbonates in a single operation from phenacyl bromide, CO2, and aldehyde in the presence of lithium diisopropylamide (LDA). These novel reactions were achieved under extremely mild conditions to generate the target products in moderate to good yields within 10 min.

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.).

Crown-ether-modified cyclic dipeptides as supramolecular chiral catalysts

With the objective to develop supramolecular catalysts for useful chemical transformations, we report here a rapid and efficient solid-phase synthesis of novel cyclic dipeptides (crown-CDPs) with a diversity of L-DOPA derived crown ether substituents and

Facile epoxidation of α, β-unsaturated ketones with urea-2,2-dihydroperoxypropane as a new oxidant

Abstract: Various aromatic α, β-unsaturated ketones were successfully transformed into their corresponding epoxides using urea-2,2-dihydroperoxypropane as the oxygen source for the first time. The reactions were carried out under mild alkaline conditions at room temperature in high yields and short reaction times. Graphical Abstract: [Figure not available: see fulltext.]

Metal-Free and Efficient Epoxidation of α,β-Unsaturated Ketones with 1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane as a Powerful Solid Oxidant

1,1,2,2-Tetrahydroperoxy-1,2-diphenylethane was used for the efficient and metal-free epoxidation of various α,β-unsaturated ketones, carried out under mild alkaline conditions at room temperature.

Revisiting the Juliá-Colonna enantioselective epoxidation: Supramolecular catalysis in water

We describe an efficient epoxidation process leading to chiral epoxyketones using the reusable homo-oligopeptide poly-l-leucine (PLL) in pure water, without any organic co-solvent. A range of substituted epoxyketones can be accessed with good conversions and high enantioselectivities. Based on the experimental results and computational studies, we propose a mechanism that demonstrates the importance of both the α-helical structure and the presence of a hydrophobic groove of the homo-oligopeptide catalyst for reactivity and selectivity.

Biomimetic epoxidation in aqueous media catalyzed by cyclic dipeptides

We have developed a practical epoxidation of electron-deficient enones in aqueous media using cyclic dipeptides as bioinspired green catalyst. Optimizing the reaction conditions in a triphasic system led to efficient conditions providing epoxides with good enantioselectivities. Depending on the catalyst substituent chirality, both enantiomers are obtained. The cyclic rigidity impacts significantly the enantioselectivity.

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.

Asymmetric epoxidation of substituted chalcones and chalcone analogues catalyzed by α-d-glucose- and α-d-mannose-based crown ethers

The chiral monoaza-15-crown-5 lariat ethers annellated to methyl-4,6-O-benzylidene-α-d-glucopyranoside-1 or mannopyranoside 2 have been applied as phase-transfer catalysts in the epoxidation of substituted chalcones and chalcone analogues with tert-butylhydroperoxide resulting in significant asymmetric induction. It was found that the position of the substituents in the aromatic ring of the chalcone had an influence both on the chemical yields and enantiomeric excesses. The lowest enantioselectivities (62-83% ee) were found in the case of ortho-substituted model compounds. The highest ee values (ee of 83-97%) were obtained in the case of para-substituted models. From among the chalcone analogues, the maximum ee (90-92%) was detected for the model compound having α-tert-butyl- and β-aryl groups. Using glucose-based crown ether 1, formation of the (-)-enantiomer was preferred, while applying mannose-based 2 as the catalyst, the (+)-enantiomer was in excess.