4437-46-1

Upstream product

• 942-92-7 caprophenone 
• 87722-28-9 propanoyl(tributyl)stannane 
• 768-03-6 Phenyl vinyl ketone 
• 1629-58-9 4-penten-3-one 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 100-52-7 benzaldehyde 
• 1255940-68-1 C₁₀H₁₈ClInO₂ 
• 98-88-4 benzoyl chloride 
• 89036-99-7 Acetic acid 2-methoxy-1-phenyl-2-phenylsulfanyl-ethyl ester 
• 89036-90-8 2-Methoxy-1-phenyl-2-phenylsulfanyl-ethanol 
• 557-20-0 diethylzinc 
• 64118-87-2 1-phenylhex-4-yn-1-one 
• 999-75-7 ethylzinc iodide 

Downstream Products

• 98909-40-1 3-(2-Ethyl-4,5-dimethyl-1,3-dioxolan-2-yl)-1-phenyl-1-propanon 
• 1198410-83-1 2-ethyl-1,5-diphenyl-1H-pyrrole 
• 1198410-85-3 C₁₈H₁₆FN 
• 1309456-73-2 (+)-(R)-5-ethyl-2-phenyl-1-pyrroline 
• 1609193-12-5 (2S,5S)-2-ethyl-5-phenylpyrrolidine 
• 1609192-95-1 (2S,5R)-2-ethyl-5-phenylpyrrolidine 
• 494850-20-3 1-(2-hydroxyethyl)-5-ethyl-2-phenyl-1H-pyrrole 
• 98909-51-4 3-Benzoyl-4-(2-ethyl-4,5-dimethyl-1,3-dioxolan-2-yl)-1-(2-furyl)-1-butanon 
• 98909-86-5 5-Benzoyl-3-(2-furyl)-2-methyl-2-cyclohexen-1-on 
• 98909-70-7 3-Benzoyl-1-(2-furyl)-1,5-heptandion 

Relevant academic research and scientific papers

Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone

Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.

A regio- and stereoselective ω-transaminase/monoamine oxidase cascade for the synthesis of chiral 2,5-disubstituted pyrrolidines

Biocatalytic approaches to the synthesis of optically pure chiral amines, starting from simple achiral building blocks, are highly desirable because such motifs are present in a wide variety of important natural products and pharmaceutical compounds. Herein, a novel one-pot ω-transaminase (TA)/monoamine oxidase (MAO-N) cascade process for the synthesis of chiral 2,5-disubstituted pyrrolidines is reported. The reactions proceeded with excellent enantio- and diastereoselectivity (>94 % ee; >98 % de) and can be performed on a preparative scale. This methodology exploits the complementary regio- and stereoselectivity displayed by both enzymes, which ensures that the stereogenic center established by the transaminase is not affected by the monoamine oxidase, and highlights the potential of this multienzyme cascade for the efficient synthesis of chiral building blocks. Mirror mirror on the wall: A ω-transaminase (ω-TA)/monoamine oxidase (MAO-N) cascade process for the asymmetric synthesis of chiral 2,5-disubstituted pyrrolidines is reported. The methodology exploits the complementary regio- and stereoselectivity displayed by both enzymes, which ensures that the stereogenic center established by the TA reaction is not affected by the MAO-N catalyzed step. Copyright

Synthesis of water-tolerant indium homoenolate in aqueous media and its application in the synthesis of 1,4-dicarbonyl compounds via palladium-catalyzed coupling with acid chloride

The first water-tolerant, ketone-type indium homoenolate was synthesized via the oxidative addition of In/InCl3 to enones. The reaction proceeds exclusively in aqueous media. Both indium and indium(III) chloride are necessary for the smooth conversion of the reaction. Similar results were obtained when InCl or InCl2 was used in place of In/InCl3. The synthetic utility of the indium homoenolate was demonstrated through the synthesis of 1,4-dicarbonyl compounds via palladium-catalyzed coupling of indium homoenolate with acid chloride.

1,5-Diaryl-2-ethyl pyrrole derivatives as antimycobacterial agents: Design, synthesis, and microbiological evaluation

During the search of novel antitubercular drugs related to BM 212, new diarylpyrroles were designed and synthesized on the basis of a structure-activity relationship analysis of many pyrroles previously described by us. Among them, 1-(4-fluorophenyl)-2-et

A practical synthesis of multifunctional ketones through the fukuyama coupling reaction

A highly efficient, robust and scalable protocol for the synthesis of multifunctional ketones through Fukuyama coupling, i.e., cross-coupling of thiol esters with zinc reagents, has been developed. Treatment of thiol esters with alkylzinc iodides or dialkyl zincs in the presence of palladium on activated carbon (Pd/C) or palladium acetate [Pd(OAc)2] furnished the corresponding ketones in high yields. Evaluation of the properties-activities relationship of the Pd/C-catalyzed reaction has proven that oxidic Pd/C is much more potent than reduced Pd/C in the reaction of thiolactone la with zinc reagent 2a. Based on the dependence of the Pd/C-catalyzed reaction on the nature of Pd/C in combination with the extent of the Pd leaching from Pd/C to the solution, a dual reaction mechanism for the Pd/C-catalyzed Fukuyama coupling reaction, which includes heterogeneous and homogeneous catalytic cycles, was proposed. The marked reduction of the zinc reagents and the use of Pd(OAc) 2 in much smaller amounts were achieved when zinc bromide was added. This supports a hypothesis where a shift of the Schlenk equilibrium from inactive dialkylzincs (R2Zn) to active organozinc species, such as alkylzinc halides (RZnX) and three-coordinate species [(RZnX2) -. (ZnX)+], and generation of the stabilized monomeric Pd complexes during the reaction, may facilitate the reaction.

New synthesis of 1,4-diketones via rhodium-catalysed 1,4 carbonylative addition of arylboronic acids to α,β-unsaturated ketones

The reaction of various arylboronic acids with α,β-unsaturated ketones under CO pressure and in the presence of rhodium catalyst yields 1,4-diketones.

A novel procedure for the synthesis of multifunctional ketones through the Fukuyama coupling reaction employing dialkylzincs

Treatment of thiol esters 1 with dialkylzincs 2 in the presence of zinc bromide, that was in situ prepared from zinc dust and bromine, provided various functionalized ketones 3 in high yields. The reaction mechanism, which may shift the Schlenk equilibrium from dialkylzincs 2 to reactive alkylzinc bromide 5, was postulated to account for the facile coupling reaction.

Mercuric triflate-catalyzed synthesis of 2-methylfurans from 1-alkyn-5-ones

(Chemical Equation Presented) 2-Methylfurans were prepared by an effective cyclization of 1-alkyn-5-ones in the presence of mercuric triflate as the catalyst under very mild reaction conditions with high catalytic turnover up to 100 times. Benzene, toluen

Transition metal-catalysed acylation of α,β-unsaturated carbonyl compounds with acylstannanes

Acylstannanes were found to add to such α,β-unsaturated carbonyl compounds as enones or ynoates in the presence of a nickel or palladium catalyst to give 2-stannyl-4-oxoalk-2-enoates or 1,4-diketones, whereas the three component coupling between acylstannanes, enones and aldehydes provided 2-hydroxymethyl 1,4-diketones.