72433-45-5Relevant academic research and scientific papers
Preparation method of aryl ketone compound
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Paragraph 0041-0049; 0061-0066, (2022/04/16)
The invention provides a preparation method of an aryl ketone compound, and belongs to the technical field of compound synthesis. The method comprises the following steps: under the action of a silver catalyst and water, carrying out reaction on aryl alkyne with a structure as shown in a formula 1 in a solvent at 60-120 DEG C for 12-48 hours, and separating and purifying a product after the reaction is finished, so as to obtain the single aryl ketone compound with a structure as shown in a formula I, the raw materials are easy to obtain, the experimental operation is simple, the yield of the prepared single aryl ketone compound is good, and gram-scale experiments can be carried out.
Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia to Produce Primary Arylamines using Pd-NHC Complexes
Lombardi, Christopher,Day, Jonathan,Chandrasoma, Nalin,Mitchell, David,Rodriguez, Michael J.,Farmer, Jennifer L.,Organ, Michael G.
supporting information, p. 251 - 254 (2017/04/26)
Herein we report the first example of (hetero)arylation of ammonia using a monoligated palladium-NHC complex. The new, rationally designed, precatalyst (DiMeIHeptCl)Pd(allyl)Cl featuring highly branched alkyl chains has been shown to be effective in selective aminations across a range of challenging substrates, including nitrogen-containing heterocycles and those featuring base-sensitive functionality. The less bulky Pd-PEPPSI-IPentCl precatalyst performs well for ortho-substituted aryl halides, giving monoarylated products in high yield with good selectivity.
An expedient route to heterocycles through α-arylation of ketones and arylamides by microwave induced thermal SRN1 reactions
Soria-Castro, Silvia M.,Caminos, Daniel A.,Penenory, Alicia B.
, p. 17490 - 17497 (2014/05/06)
Microwave irradiation promotes a quick aromatic nucleophilic substitution by a thermally induced electron transfer process to form new C-C bonds by the coupling of aryl radicals and enolate nucleophiles. Diverse 2-aryl-1- phenylethanones can be prepared by the direct α-arylation of acetophenone with different haloarenes. The ketone enolate anion is generated by deprotonation with tBuOK in DMSO and the reaction is carried out in a closed microwave vessel at 70-100°C for 10 min. This simple procedure also allows the synthesis of deoxybenzoin and indole heterocycle derivatives by inter- or intra-molecular ring closure reactions, with moderate to excellent substitution yields. This journal is the Partner Organisations 2014.
Synthesis and methemoglobinemia-inducing properties of analogues of para-aminopropiophenone designed as humane rodenticides
Rennison, David,Conole, Daniel,Tingle, Malcolm D.,Yang, Junpeng,Eason, Charles T.,Brimble, Margaret A.
supporting information, p. 6629 - 6635 (2014/01/06)
A number of structural analogues of the known toxicant para- aminopropiophenone (PAPP) have been prepared and evaluated for their capacity to induce methemoglobinemia - with a view to their possible application as humane pest control agents. It was found that an optimal lipophilicity for the formation of methemoglobin (metHb) in vitro existed for alkyl analogues of PAPP (aminophenones 1-20; compound 6 metHb% = 74.1 ± 2). Besides lipophilicity, this structural sub-class suggested there were certain structural requirements for activity, with both branched (10-16) and cyclic (17-20) alkyl analogues exhibiting inferior in vitro metHb induction. Of the four candidates (compounds 4, 6, 13 and 23) evaluated in vivo, 4 exhibited the greatest toxicity. In parallel, aminophenone bioisosteres, including oximes 30-32, sulfoxide 33, sulfone 34 and sulfonamides 35-36, were found to be inferior metHb inducers to lead ketone 4. Closer examination of Hammett substituent constants suggests that a particular combination of the field and resonance parameters may be significant with respect to the redox mechanisms behind PAPPs metHb toxicity.
Nickel catalysed electrosynthesis of ketones from organic halides and iron pentacarbonyl. Part 2: Unsymmetrical ketones
Dolhem, Eric,Barhdadi, Rachid,Folest, Jean Claude,Nédelec, Jean Yves,Troupel, Michel
, p. 525 - 529 (2007/10/03)
Unsymmetrical aryl-benzyl or aryl-alkyl ketones are obtained by electrolysing in an undivided cell a DMF solution containing two organic halides, iron pentacarbonyl and a catalytic amount of a nickel-2,2′-bipyridine complex.
Non-peptidic inhibitors of human neutrophil elastase: The design and synthesis of sulfonanilide-containing inhibitors
Imaki, Katsuhiro,Okada, Takanori,Nakayama, Yoshisuke,Nagao, Yuuki,Kobayashi, Kaoru,Sakai, Yasuhiro,Mohri, Tetsuya,Amino, Takaaki,Nakai, Hisao,Kawamura, Masanori
, p. 2115 - 2134 (2007/10/03)
A novel series of pivaloyloxy benzene derivatives has been identified as potent and selective human neutrophil elastase (HNE) inhibitors. Convergent syntheses were developed in order to identify the inhibitors which are intravenously effective in an animal model. A compound of particular interest is the sulfonanilide-containing analogues. Structure-activity relationships are discussed. Structural requirements for metabolic stabilization are also discussed.
