16576-27-5Relevant academic research and scientific papers
Synthesis method of 2-aroyl quinoline derivative
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Paragraph 0018, (2021/11/19)
The invention relates to a synthesis method of a 2-aroyl quinoline derivative, which comprises the following steps: by taking 2-bromoaniline and aryl cyclobutanol as reaction substrates, palladium chloride as a catalyst, tricyclohexylphosphine as a ligand, cesium carbonate as alkali and ultra-dry toluene as a solvent, stirring and reacting for 12 hours under the protection of nitrogen at 110 DEG C, then taking tetrabutylammonium iodide as a phase transfer catalyst, under the conditions of acetic acid and potassium persulfate, stirring and reacting for 16 hours at 90 DEG C by taking methylbenzene as a solvent; the method has the advantages of relatively low requirements on reaction conditions, mild conditions, simple operation steps, simple and easily available raw materials, great reduction of environmental pollution and the like.
Metal-, Photocatalyst-, and Light-Free Direct C-H Acylation and Carbamoylation of Heterocycles
Westwood, Matthew T.,Lamb, Claire J. C.,Sutherland, Daniel R.,Lee, Ai-Lan
, p. 7119 - 7123 (2019/09/03)
Direct C-H acylations and carbamoylations of heterocycles can now be readily achieved without requiring any conventional metal, photocatalyst, electrocatalysis, or light activation, thus significantly improving on sustainability, costs, toxicity, waste, and simplicity of the operational procedure. These mild conditions are also suitable for gram-scale reactions and late-stage functionalizations of complex molecules, including pharmaceuticals, N,N-ligands, and light-sensitive molecules.
Room Temperature Metal-Catalyzed Oxidative Acylation of Electron-Deficient Heteroarenes with Alkynes, Its Mechanism, and Application Studies
Sharma, Shweta,Kumar, Mukesh,Vishwakarma, Ram A.,Verma, Mahendra K.,Singh, Parvinder Pal
, p. 12420 - 12431 (2018/10/20)
Herein, we report an original one-step, simple, room-temperature, regioselective Minisci reaction for the acylation of electron-deficient heteroarenes with alkynes. The method has broad functional group compatibility and gives exclusively monoacylated products in good to excellent yields. The mechanistic pathway was analyzed based on a series of experiments confirming the involvement of a radical pathway. The 18O-labeling experiment suggested that water is a source of oxygen in the acylated product, and head space GC-MS experiment shows the C-C cleavage occurs via release as CO2.
Transition-Metal-Free Acylation of Quinolines and Isoquinolines with Arylmethanols via Oxidative Cross-Dehydrogenative Coupling Reactions
Adib, Mehdi,Pashazadeh, Rahim,Rajai-Daryasarei, Saideh,Kabiri, Roya,Gohari, Seyed Jamal Addin
supporting information, p. 2241 - 2245 (2016/10/11)
An efficient acylation of quinolines and isoquinolines is described by use of arylmethanols as the acylating agents through a C-C bond formation via an oxidative cross-dehydrogenative coupling (CDC) strategy. This C-aroylation reaction was carried out by use of K2S2O8 as oxidant and methyltrioctylammonium chloride (Aliquat 336) as a transfer agent in MeCN at 80 °C under transition-metal-free conditions.
Regiospecific benzoylation of electron-deficient n -heterocycles with methylbenzenes via a minisci-type reaction
Ali, Wajid,Behera, Ahalya,Guin, Srimanta,Patel, Bhisma K.
, p. 5625 - 5632 (2015/06/16)
A regioselective cross-dehydrogenative coupling between electron-deficient N-heterocycles (isoquinoline, quinolines, and quinoxalines) and methylbenzenes leading to regiospecific C-aroylation has been accomplished using AlCl3 as the catalyst in
A general access to 1,1-cyclopropane aminoketones and their conversion into 2-benzoyl quinolines
Mao, Zhenjun,Qu, Haijun,Zhao, Yanyan,Lin, Xufeng
supporting information, p. 9927 - 9929 (2012/11/06)
1,1-Cyclopropane aminoketones were efficiently synthesized in high yields by the tandem reaction of α-amino aryl ketones with vinyl sulfonium salts using DBU as the base in CH2Cl2. This methodology was utilized to synthesize 2-benzoyl quinolines. The Royal Society of Chemistry 2012.
Synthesis of quinolinyl and isoquinolinyl phenyl ketones as novel agonists for the cannabinoid CB2 receptor
Reux, Bastien,Nevalainen, Tapio,Raitio, Katri H.,Koskinen, Ari M.P.
experimental part, p. 4441 - 4447 (2009/11/30)
A series of quinolinyl and isoquinolinyl phenyl ketones was synthesized and their CB2 receptor-dependent G-protein activities were determined using the [35S]GTPγS binding assay. Both quinoline and isoquinoline derivatives exhibited similar CB2 receptor agonist activity, the most potent ligands being the 2-(Me2N)-phenyl substituted derivatives, which were also full agonists at the CB2-receptor.
