30925-52-1

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 98-86-2 acetophenone 
• 22252-15-9 trans-4-methoxychalcone 
• 768-60-5 4-methoxyphenylacetylen 
• 109643-11-0 1-phenyl-3-(4-methoxyphenyl)prop-2-yn-1-ol 
• 905811-22-5 [[3-(4-methoxyphenyl)-1-phenyl-2-propynyl]oxy]-trimethylsilane 
• 100-52-7 benzaldehyde 

Downstream Products

• 26478-79-5 ethyl 2-benzoyl-3-(4-methoxyphenyl)cyclopropane-1-carboxylate 
• 950190-45-1 (S)-3-(1H-indol-3-yl)-3-(4-methoxyphenyl)-1-phenylpropan-1-one 
• 10325-65-2 (2RS,3SR)-2,3-dibromo-3-phenyl-1-p-tolyl-propan-1-one 
• 10325-65-2 (2RS,3RS)-2,3-dibromo-3-phenyl-1-p-tolyl-propan-1-one 
• 22252-15-9 trans-4-methoxychalcone 
• 10325-67-4 2,3-dibromo-3-(4-methoxy-phenyl)-1-phenyl-propan-1-one 

Relevant academic research and scientific papers

Donor-acceptor fluorophores as efficient energy transfer photocatalysts for [2 + 2] photodimerization

Mild [2 + 2] photodimerization of enone substrates was induced by donor-acceptor fluorophores. Enone substrates were activated efficiently for anti-head to head dimerizations with a high yield (up to 83%) and high selectivity. The adjustable excited state potential also allows donor-acceptor fluorophores to be used for isomerization of the above substrates, confirming the potential of donor-acceptor fluorophores as energy transfer photocatalysts.

Catalyzed Claisen-Schmidt reaction by protonated aluminate mesoporous silica nanomaterial focused on the (E)-chalcone synthesis as a biologically active compound

The mesoporous silica structure (MSN) was synthesized using the sol-gel method followed by aluminum grafting and protonation and was then denoted as HAlMSN (Si/Al = 18.9). N2 physisorption confirmed the mesoporous structure with a pore diameter of 3.38 nm. 27Al NMR showed the presence of framework and extra-framework aluminum structures, which led to the formation of strong Lewis and Br?nsted acidic sites. HAlMSN catalyzed the synthesis of (E)-chalcones through the Claisen-Schmidt reaction. Chalcone derivatives have been applied as biologically active compounds with anti-cancer, anti-inflammatory and diuretic pharmacological activities. The products were obtained via reactions on the protonic acid sites of HAlMSN. The significant advantages of this reaction are high yield, easy work up, short reaction time and also compatibility with various organic solvents. The products were obtained in an excellent conversion of 97% at 298 K. The results show that the electron donating substituents exhibit higher conversion in comparison to electron withdrawing substituents. The stability of the catalyst was investigated by reusing it five times for (E)-chalcone production and there was only a slight decrease in its catalytic activity. The highest product of (E)-chalcone was observed with a 1:2 molar ratio of benzaldehyde/acetophenone. A comparative study in chalcone synthesis using the heterogeneous catalysts demonstrated that HAlMSN has a significantly high activity at low temperature.

Siloxyallenes revisited. A useful functional intermediate for the synthesis of (Z)-β-branched Morita-Baylis-Hillman type adducts and (Z)-chalcones

Siloxyallenes proved to be a useful functional intermediate in the preparation of (Z)-β-branched Morita-Baylis-Hillman type adducts by the reaction of aldehydes with silylacetylenes or siloxypropynes. Various (Z)-chalcones were stereoselectively synthesized from siloxypropynes via siloxyallenes.

Reactions in Strongly Basic Media. Part 10. Base-catylysed Isomerisation of Z- to E-substituted Chalcones

The rate coefficients for the methoxide-catalysed isomerisation of substituted (Z)-chalcones have been measured in methanolic dimethyl sulfoxide (DMSO) at 30.0 deg C, as well as for (Z)-chalcone at several temperatures.The reactions are first order in substrate and base.Further, log k1 for the reaction of (Z)-chalcone and (Z)-4-nitrochalcone correlate with an acidity function, Ha, having slopes equal to 0.53 and 0.45, respectively.The effect of substitution has been assessed using the Hammett equation, with ρ equal to 1.99 for the β-phenyl group and 1.93 for the benzoyl group.For the (Z)-chalcone, the enthalpy and entropy of acti vation are 14.2 kcal mol-1 and -14 cal mol-1 K-1, respectively, and the kinetic solvent isotope effect, k2MeOD/k2MeOH, is ca. 2.0.The rate coefficients for the amine-catalysed isomerisation of (Z)-chalcone and (Z)-4-nitrochalcone in DMSO have been measured at 30.0 deg C.The amino bases are a series of secondary aliphatic amines and the Bronstedt coefficients, β, are given as 0.39 and 0.38, respectively.The isomerisation is considered to proceed by rate-determining attack of the base at the β-carbon of the (Z)-chalcone to form a carbanion.The "cis"-conformer of the carbanion then rotates to form the "trans"-conformer, which eliminates the base to give the (E)-chalcone.

Singel-Oxygen Photolysis of Dihaloketones. A Facile and Efficient Approach to Vicinal Triketones and Their Monohydrates

The preparation of vic-triketones and/or their monohydrates by sensitized photooxidation (singlet oxygen) of gem-dihaloketones and/or vic-dihaloketones is described; some reaction mechanisms are discussed.

STEREOCHEMISTRY OF THE CONANT-SWAN FRAGMENTATION: THE ABSENCE OF A PHENOME PHENONIUM ION INTERMEDIATE.

The kinetics of mechanism of the Conant-Swan fragmentation are considered. A p-methoxy substituent in an appropriate- beta -bromophosphonate increases the rate by a factor of 25. The question arose as to whether this acceleration was caused by a pathway through a phenonium ion intermediate. The stereochemistry of the fragmentation is controlled by its mechanism. The configuration of one enantiomer of the RS/SR diastereomer of dihydrogen (2-bromo-1-(4-methoxyphenyl)-3-phenyl-3-oxo-1-propyl)phosphonic acid was determined by X-ray crystallography; this compound was found to fragment to the (E)-chalcone. Its diastereomer fragments to the (Z)-chalcone. These facts are shown to rule out a phenonium ion intermediate for the fragmentation.