40327-57-9

Upstream product

• 20432-02-4 (E)-4'-nitrochalcone 
• 20432-02-4 1-(4-nitro-phenyl)-3-phenyl-propenone 
• 100-52-7 benzaldehyde 
• 100-19-6 (4-nitrophenyl)ethanone 

Downstream Products

• 99430-34-9 3-Fluoro-2-hydroxy-1-(4-nitro-phenyl)-3-phenyl-propan-1-one 
• 51679-65-3 3-Chloro-2-hydroxy-1-(4-nitro-phenyl)-3-phenyl-propan-1-one 
• 51679-65-3 3-Chloro-2-hydroxy-1-(4-nitro-phenyl)-3-phenyl-propan-1-one 

Relevant academic research and scientific papers

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.).

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.

Quest for Efficient Catalysts based on Zinc tert-Butyl Peroxides for Asymmetric Epoxidation of Enones: C2- vs C1-Symmetric Auxiliaries

Zinc tert-butyl peroxide-based catalysts for the asymmetric epoxidation of enones using tert-butyl hydroperoxide as an oxidant have been developed. A comparative study of chiral monoanioninc N,N′-bidentate ligands, C2-symmetric bisoxazolinates and C1-symmetric enaminooxazolinates, revealed excellent performance of C1-symmetric auxiliary ligands on catalytic asymmetric epoxidation of enones (up to 96% yield, 91% ee).

IBX-I2 redox couple for facile generation of IOH and I +: Expedient protocol for iodohydroxylation of olefins and iodination of aromatics

(Chemical Equation Presented) IBX is readily reduced to IBAin the presence of molecular iodine in DMSO to generate hypoiodous acid (IOH), which reacts with a variety of olefins as well as R, β-unsaturated ketones leading to their respective iodohydrins with anti stereochemistry. The same redox chemistry in acetonitrile containing TFA produces iodonium ions for facile iodination of a variety of aromatic compounds in respectable isolated yields.

Study of interactive free energy relationships on oxidation of phenyl styryl ketone and its substituted analogues by pyridinium chlorochromate in acid medium: A kinetic study

Kinetics of oxidation of phenyl styryl ketones (PSK) by pyridinium chlorochromate (PCC) has been investigated in acetic acid (90% v/v) medium in the presence of HClO4 in the temperature range 322 - 333K. The rate law of the reaction is as follows: -d[PCC]/dt=kK1K2[PSK] [PCC] [H+]/1+K2[PSK] The rates are enhanced by electron-releasing substituents in both the phenyl rings and decreased by electron-withdrawing substituents. The mechanism proposed envisages attack on >C = Cx and qy are found to be 0.236 and 0.252 at 323K.