- β-Borylation of conjugated carbonyl compounds with silylborane or bis(pinacolato)diboron catalyzed by Au nanoparticles
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Conjugated aldehydes and ketones undergo reaction with Me2PhSiBpin (pin: pinacolato) catalyzed by Au nanoparticles supported on TiO2 forming exclusively the β-borylation products, via the intermediate formation of the labile silaboration adducts. This chemoselectivity pathway is complementary to the so far known analogous reaction catalyzed by other metals, where β-silylation occurs instead. β-Borylation also occurs with pinBBpin under identical reaction conditions in a variety of conjugated carbonyl compounds, including esters and amides which are unreactive in their attempted Au-catalyzed silaboration. This journal is
- Fragkiadakis, Michael,Kidonakis, Marios,Stratakis, Manolis
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supporting information
p. 8921 - 8927
(2020/11/23)
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- Environment-friendly method for synthesizing propenyl ketone compound
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The invention discloses an environment-friendly method for synthesizing a propenyl ketone compound. The method comprises the following steps: subjecting an aldehyde compound and allyl bromide to a Barbier reaction in the presence of metal powder, so as to obtain an allyl alcohol compound; and subjecting the allyl alcohol compound to a structural isomerization reaction in the presence of a catalyst, thereby obtaining the propenyl ketone compound. The method disclosed by the invention has the advantages of short synthesis route, mild reaction conditions, simplicity in operation, readily available raw materials, and the like and has relatively high academic research value and market economy significance.
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Paragraph 0019; 0025
(2019/01/04)
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- A mild isomerization reaction for β,γ-unsaturated ketone to α,β-unsaturated ketone
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A series of β,γ-unsaturated ketones were isomerized to their corresponding α,β-unsaturated ketones by the introduction of DABCO in iPrOH at room temperature. The endo-cyclic double bond (β,γ-position) on ketone was rearranged to exo-cyclic double bond (α,β-position) under the reaction conditions.
- Lee, Adam Shih-Yuan,Lin, Mei-Chun,Wang, Shu-Huei,Lin, Li-Shin
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p. 371 - 376
(2015/02/05)
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- InBr3-Catalyzed Alkynylation and Allylation of Acid Chlorides: A Facile Synthesis of Alkynyl and Allyl Ketones
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Alkynylsilanes and allyltrimethylsilane undergo smooth coupling with acid chlorides in the presence of 5 mol% of indium tribromide under mild conditions to afford the corresponding α,β-acetylenic ketones and β,γ-unsaturated ketones in excellent yields in a short reaction time with high selectivity.
- Yadav,Reddy,Reddy, M. Sridhar,Parimala
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p. 2390 - 2394
(2007/10/03)
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- Serine carbonates
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Serine carbonates of formula I are precursors for organoleptic compounds, masking agents and antimicrobial agents. Further they are alternative substrates for malodor producing enzymes. The symbols in formula I are defined in claim 1.
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- Synthesis of β-Amino and β-Methoxy Ketones by Lewis Acids Promoted β-Substitution Reactions of βγ,-Unsaturated Ketones
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A reaction mixture of β,γ-unsaturated ketone and BF 3·OEt2 in CH3OH was stirred at room temperature and β-methoxy ketone was produced in high yield. The β-amino ketone was obtained as the major product from a reaction mixture of β,γ-unsaturated ketone, AlCl3 and Ts-NH2 in CH2Cl2 at room temperature. This Lewis acid promoted β-substitution reaction mechanism was proposed as that the process occurred via in situ isomerization of β,γ-unsaturated ketone to α,β-unsaturated ketone followed by the 1,4-addition reaction.
- Lee, Adam Shih-Yuan,Wang, Shu-Huei,Chang, Yu-Ting,Chu, Shu-Fang
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p. 2359 - 2363
(2007/10/03)
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- Compounds having protected hydroxy groups
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The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.
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- Compounds having protected hydroxy groups
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The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.
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- High turnover numbers for the catalytic selective epoxidation of alkenes with 1 atm of molecular oxygen
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The diiron-substituted silicotungstate γ-SiW10{Fe3+(OH2}2O 386- (schematically shown) is an effective catalyst for the oxygenation of alkenes in homogeneous reaction media with 1 atm of molecular oxygen. For example, a selectivity for cyclooctene oxide of 98% and a turnover number of 10000 were achieved in the epoxidation of cyclooctene. The catalyst is stable under the reaction conditions, and its ability to use molecular oxygen raises the prospect of using it in industrial epoxidation processes.
- Nishiyama, Yoshiyuki,Nakagawa, Yoshinao,Mizuno, Noritaka
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p. 3639 - 3641
(2007/10/03)
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- INDUCTION PAR LA LUMIERE DE L'OXYDATION DES COMPLEXES Η3-ALLYLPALLADIUM PAR L'OXYGENE MOLECULAIRE
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Irradiation at λ=366 nm of oxygenated solutions of η3-allylpalladium complexes leads to unsaturated carbonyl compounds.Substitution of the η3-allyl ligand by an electron withdrawing group could induce a regioselective oxidation of the allylic position farthest from this group.The efficiency of these reactions is sensible to the nature of the solvent.
- Muzart, J.,Pale, P.,Pete, J.P.,Riahi, A.
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p. 731 - 739
(2007/10/02)
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- Process for the production of a substituted ketone
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A process for producing substituted ketones is disclosed comprising reacting an organic halide with a ketone which has a replaceable hydrogen atom on the carbon atom in the α-position to the carbonyl group, in the presence of an aqueous alkali metal hydroxide and at least one basic nitrogen catalyst such as certain primary amines, secondary amines, tertiary amines, quaternary ammonium salts or betaine-type quaternary ammonium salts.
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- Process for preparing methyl heptenone
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A process is provided for preparing methyl heptenone from mesityl oxide or acetone or mixtures thereof in improved yield. Mesityl oxide is reacted with prenyl chloride to form a ketone mixture comprising mixed prenyl-substituted methyl pentenones, which is then separated from the residual reaction mixture by distillation, subjected to hydrolytic cracking with water in the presence of alkali at an elevated temperature, and methyl heptenone recovered. The same ketone mixture is found as a by-product of the reaction of acetone with prenyl chloride in the presence of a catalyst to form methyl heptenone. This can therefore be subjected to the hydrolytic cracking reaction, thus increasing the amount of methyl heptenone produced.
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- Process for the production of substituted ketones
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Process for producing substituted ketones from the reaction between organic halides and ketones having replaceable active hydrogen atoms on the carbon atom(s) alpha to the carbonyl group, in the presence of an alkali metal hydroxide unitilizing phosphonium salts as the catalyst, which salts have the following formula: EQU1 wherein said R1, R2, R3 and R4 are the same or different and are branched or straight chain alkyl of 1-30 carbon atoms, cycloalkyl of 6-10 carbon atoms, aryl of 6-10 carbon atoms aralkyl or alkaryl wherein the aryl and alkyl are as above defined and X- is an inorganic or organic anion.
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