13988-67-5Relevant articles and documents
Synthesis, characterization and olefin polymerization behaviors of phenylene-bridged bis-β-carbonylenamine binuclear titanium complexes
Luo, Derong,Zeng, Yi,Chen, Xiong,Xia, Ping,Xie, Guangyong,You, Qingliang,Zhang, Li,Li, Tingcheng,Li, Xiangdan,Zhang, Aiqing
, p. 6954 - 6964 (2018)
Binuclear and multinuclear complexes have attracted much attention due to their unique catalytic performances for olefin polymerization compared with their mononuclear counterparts. In this work, a series of phenyl-bridged bis-β-carbonylenamine [O-/
Diazonium exchange and migration of pivaloyl group upon azo coupling of β-enaminones
Simunek, Petr,Bertolasi, Valerio,Machacek, Vladimir
, p. 5683 - 5691 (2013)
4,4-Dimethyl-1-methylamino-1-phenyl-2-(substituted phenyldiazenyl)pent-1- en-3-ones (prepared upon azo coupling of 4,4-dimethyl-1-methylamino-1- phenylpent-1-en-3-one 6a with the corresponding benzenediazonium tetrafluoroborates) react with another molecule of substituted benzenediazonium tetrafluoroborate (in dichloromethane in the presence of anhydrous sodium acetate) to form substituted 4,4-bis(substituted phenyldiazenyl) derivatives 8. The second azo coupling is reversible. Derivatives 8 undergo either reverse cleavage of a diazonium ion or [1,3] sigmatropic rearrangement forming substituted formazane 9. In the case of the sequential use of two different diazonium tetrafluoroborates, the less electrophilic group splits off more easily. The structures of the products 9 were studied by means of X-ray, 1H, 13C, 19F and 15N NMR and MALDI HRMS analyses. The formazans 9 exhibit a reduced mobility of the phenyl group adjacent to the pivaloyl group, giving rise to anisochronism of proton and carbon atoms, to eventually form conformers. The reduced mobility was observed by means of NMR spectroscopy. A temperature dependence of the spectral behaviour was also studied. 4,4-Dimethyl-1-methylamino-1-phenyl-2-(substituted phenyldiazenyl)pent-1-en-3-ones react with benzenediazonium tetrafluoroborates through ipso attack, the products of which can undergo either migration of the pivaloyl group to form acylated formazans or reverse reaction to give the products of single azo coupling. With different diazonium salts an exchange of phenyldiazenyl groups is observed. Copyright
I2-Promoted [3+2] Cyclization of 1,3-Diketones with Potassium Thiocyanate: a Route to Thiazol-2(3H)-One Derivatives
An, Zhenyu,Liu, Yafeng,Yan, Rulong,Zhao, Pengbo
supporting information, p. 3240 - 3244 (2021/06/16)
An I2-promoted strategy has been developed for the synthesis of thiazol-2(3H)-one derivatives from 1,3-diketones with potassium thiocyanate. This [3+2] cyclization reaction involves C?S and C?N bond formation and exhibits good functional group tolerance. A series of thiazol-2(3H)-one derivatives are obtained in moderate to good yields. (Figure presented.).
Iridium(III)-Catalyzed C-H Functionalization of Triarylphosphine Oxides with Diazo Dicarbonyl Compounds: Synthesis of α-Aryl 1,3-Dicarbonyl Derivatives
Lou, Qin-Xin,Li, Jing-Yu,Yang, Shang-Dong
supporting information, (2021/04/15)
A novel (pentamethylcyclopenta-1,3-dienyl)iridium(III)-catalyzed direct C-H functionalization of triarylphosphine oxides with diazo dicarbonyl compounds through carbene insertion has been developed. This strategy provides a simple and efficient route to t
Method for synthesizing 1, 3-dicarbonyl compound based on terminal alkyne and acyl halide by one-pot process
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Paragraph 0069-0074; 0114-0116, (2020/07/21)
The invention belongs to the technical field of catalytic synthesis, and discloses a method for synthesizing a 1, 3-dicarbonyl compound by a one-pot process, and the method comprises the following steps: by using simple palladium and copper salts as catalysts, reacting terminal alkyne with acyl halide at 0-80 DEG C for 0.5-12 hours under the action of trifluoromethanesulfonic acid to obtain the 1,3-dicarbonyl compound, wherein the molar ratio of the terminal alkyne to the acyl halide to the palladium salt to the copper salt to the trifluoromethanesulfonic acid is 1 to (1 to 2) to (0.00001 to0.10) to (0.00001 to 0.10) to (0.00004 to 0.40); the catalysts used in the method are common the commercialized palladium salt and copper salt, reagents used in the reaction are commercialized reagents, in addition, the raw materials are cheap and easy to obtain, functional group tolerance is good, reaction conditions are mild, operation is easy and convenient, and atom economy is high.
Non-Diazo C?H Insertion Approach to Cyclobutanones through Oxidative Gold Catalysis
Zheng, Zhitong,Wang, Youliang,Ma, Xu,Li, Yuxue,Zhang, Liming
supporting information, p. 17398 - 17402 (2020/08/14)
Cyclobutanones are synthetically versatile compounds that often require extensive effort to access. Herein, we report a facile synthesis of cyclobutanones based on the C(sp3)?H insertion chemistry of oxidatively generated gold carbenes. Various cyclobutanones were obtained in synthetically useful yields from substrates with minimal structural prefunctionalization. This discovery reveals new synthetic utilities of gold-catalyzed oxidative transformations of alkynones.
Synthesis of 1,3-Diketones and β-Keto Thioesters via Soft Enolization
Aderibigbe, Sabrina O.,Coltart, Don M.
, p. 9770 - 9777 (2019/08/27)
Ketones and thioesters undergo soft enolization and acylation using crude acid chlorides on treatment with MgBr2·OEt2 and i-Pr2NEt to give 1,3-diketones and β-keto thioesters, respectively. The use of crude acid chlorides adds efficiency and cost reduction by avoiding the need to purify and/or purchase them. The process is conducted in a direct fashion that does not require prior enolate formation, further enhancing its efficiency and making it very easy to carry out. The method is suitable for large scale applications. ?
Method of preparing 1,3-diketone compound by acetyenic ketone
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Paragraph 0132-0138, (2019/06/12)
The invention relates to a preparation method of preparing a 1,3-diketone compound by acetyenic ketone. The preparation method comprises the following steps: S1, putting alpha-alkynyl ketone compound,water, gold salt and silver salt in a reaction solvent to obtain a precursor mixture, wherein the molar ratio of the alpha-alkynyl ketone compound, water, gold salt and silver salt is 1: (1-50): (0.001-0.10): (0.002-0.15); and S2, putting the precursor mixture obtained in the S1 to react at a reaction temperature of 0-50 DEG C to obtain the 1,3-diketone compound, wherein the reaction time is 5 min to 48 h. The method is simple in reaction condition, free of acid or alkaline additives and high in yield, and can be applied to modern production on a large scale.
Unsymmetrical bidentate ligands as a basis for construction of ambidentate ligands for functional materials: Properties of 4,4-dimethyl-1-phenylpentane-1,3-dionate
Ko?odziejski, Micha?,Walczak, Anna,Hnatejko, Zbigniew,Harrowfield, Jack,Stefankiewicz, Artur R.
, p. 270 - 277 (2017/09/20)
To establish a background to the possible use of its ambidentate derivatives as stimulus-responsive ligands in functional complexes, the basic coordination chemistry of the anion derived from 4,4-dimethyl-1-phenylpentane-1,3-dione (benzoylpivaloylmethane,
Oxidative Coupling of Enamines and Disulfides via Tetrabutylammonium Iodide/tert-Butyl Hydroperoxide-Mediated Intermolecular Oxidative C(sp2) S Bond Formation Under Transition Metal-Free Conditions
Sun, Jiyun,Zhang-Negrerie, Daisy,Du, Yunfei
supporting information, p. 2035 - 2040 (2016/07/16)
The reaction of enamine compounds with disulfides in the presence of tert-butyl hydroperoxide and a catalytic amount of tetrabutylammonium iodide conveniently afforded a variety of α-thioenamine compounds through the intermolecular oxidative C(sp2) S coupling. Incorporating both of the sulfide moieties in the disulfides into the final products under oxidative conditions, this novel approach exhibits the feature of atom efficiency. A radical mechanistic pathway for the reaction process has been proposed. (Figure presented.) .
