461-84-7Relevant academic research and scientific papers
Aryl phenol compound as well as synthesis method and application thereof
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Paragraph 0169-0172, (2021/05/12)
The invention discloses a synthesis method of an aryl phenol compound shown as a formula (3). All systems are carried out in an air or nitrogen atmosphere, and visible light is utilized to excite a photosensitizer for catalyzation. In a reaction solvent, ArNR1R2 as shown in a formula (1) and water as shown in a formula (2) are used as reaction raw materials and react under the auxiliary action of acid to obtain the aryl phenol compound as shown in a formula (3). The ArNR1R2 in the formula (1) can be primary amine and tertiary amine, can also be steroid and amino acid derivatives, and can also be drugs or derivatives of propofol, paracetamol, ibuprofen, oxaprozin, indomethacin and the like. The synthesis method has the advantages of cheap and easily available raw materials, simple reaction operation, mild reaction conditions, high reaction yield and good compatibility of substrate functional groups. The fluid reaction not only can realize amplification of basic chemicals, but also can realize amplification of fine chemicals, such as synthesis of drugs propofol and paracetamol. The invention has wide application prospect and use value.
Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization
Kathe, Prasad M.,Berkefeld, Andreas,Fleischer, Ivana
supporting information, p. 1629 - 1632 (2021/02/09)
This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.
Electrochemical Trifluoromethylation of Thiophenols with Sodium Trifluoromethanesulfinate
Zhu, Xing-Xing,Wang, Huai-Qin,Li, Chen-Guang,Xu, Xiao-Lan,Xu, Jun,Dai, Jian-Jun,Xu, Hua-Jian
, p. 16114 - 16120 (2021/02/03)
We developed an electrochemical trifluoromethylation of thiophenols without the use of metal catalysts and oxidants. This reaction features mild reaction conditions, readily available substrate, as well as moderate to good yields. In addition, this protocol can be easily scaled up with moderate efficiency.
Trifluoromethyl Sulfoxides: Reagents for Metal-Free C?H Trifluoromethylthiolation
Carlton, C. Grace,McDouall, Joseph J. W.,Perry, Gregory J. P.,Procter, David J.,Tayu, Masanori,Wang, Dong
supporting information, p. 15918 - 15922 (2020/07/20)
Trifluoromethyl sulfoxides are a new class of trifluoromethylthiolating reagent. The sulfoxides engage in metal-free C?H trifluoromethylthiolation with a range of (hetero)arenes. The method is also applicable to the functionalization of important compound classes, such as ligand derivatives and polyaromatics, and in the late-stage trifluoromethylthiolation of medicines and agrochemicals. The isolation and characterization of a sulfonium salt intermediate supports an interrupted Pummerer reaction mechanism.
Visible-Light-Mediated Synthesis of Trifluoromethylthiolated Arenes
Ghiazza, Clément,Monnereau, Cyrille,Khrouz, Lhoussain,Billard, Thierry,Tlili, Anis
supporting information, p. 2865 - 2870 (2019/07/09)
The visible-light-mediated synthesis of trifluoromethylthiolated arenes in the presence of ruthenium-based photocatayst under mild reaction conditions is reported. The trifluoromethylthiolated arenes are obtained using the shelf-stable reagent trifluoromethyl toluenethiosulfonate at room temperature. The reaction proceeds selectively and does not require the presence of any additive. A mechanism is proposed based on the obtained results of EPR as well as luminescence.
Lewis Base/Bronsted Acid Dual-Catalytic C-H Sulfenylation of Aromatics
Nalbandian, Christopher J.,Brown, Zachary E.,Alvarez, Erik,Gustafson, Jeffrey L.
supporting information, p. 3211 - 3214 (2018/06/11)
A Lewis base/Bronsted acid catalyzed aromatic sulfenylation is reported. These studies demonstrated that the incorporation of electron-rich sulfenyl groups proceeded in the absence of a Lewis base, with kinetic studies indicating an autocatalytic mechanism. The incorporation of electron-poor sulfenyl groups demonstrated little autocatalysis necessitating the use of a Lewis base. This method proved amenable to diverse arenes and heterocycles and was effective in the context of the late-stage functionalization of biologically active small molecules.
For the production of sulfur [...] hydrocarbon or heteroaromatic hydrocarbon compound and its preparation method (by machine translation)
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Paragraph 0064; 0065; 0066; 0113; 0114, (2018/09/02)
The invention discloses a trifluoro-methylthio arene or azacalixarene compound and a preparation method thereof. The preparation method of the trifluoro-methylthio arene or azacalixarene compound comprises the following steps: in an organic solvent, carrying out substitution reaction on a compound shown in a formula I and nitrogen-trifluoro-methylthio saccharin shown in a formula II in presence of a catalyst, so that a compound shown in a formula III is obtained. The preparation method of the trifluoro-methylthio arene or azacalixarene compound has the advantages that reaction materials can be easily controlled to be in single substitution, toxicity is low, and environmental protection is realized; meanwhile, application range of substrate is wide, equipment requirement is low, and operation is simple. The general formula (I), the general formula (II) and the formula (III) are described in the specification.
Cu-mediated oxidative trifluoromethylthiolation of arylboronic acids with (bpy)CuSCF3
Zhao, Mingzhu,Zhao, Xiaoming,Zheng, Purui,Tian, Yawei
, p. 73 - 79 (2017/01/17)
An efficient trifluoromethylthiolation reaction of arylboronic acids with (bpy)CuSCF3in the presence of oxygen at room temperature is described. This method produces a variety of aryl trifluoromethylthioether derivatives in good to high yield. The mechanism of this trifluoromethylthiolation is discussed as well.
Silver-catalyzed fluoroalkylation of thiols using fluoroalkanesulfinates
Ma, Jing-jing,Liu, Qi-ran,Lu, Guo-ping,Yi, Wen-bin
supporting information, p. 113 - 117 (2017/01/03)
A practical sliver-catalyzed fluoroalkylation of aryl-, heteroaryl- and alkylthiols has been developed. The reaction has a good functional-group tolerance and excellent selectivity. A variety of stable and solid fluoroalkanesulfinates including di- and perfluoroalkanesulfinates can be employed. This methodology provides a straightforward and streamlined access to perfluoroalkylthiolated organic molecules. [Figure presented]
Electrophilic aromatic trifluoromethylthiolation with the second generation of trifluoromethanesulfenamide
Alazet, Sébastien,Billard, Thierry
supporting information, p. 76 - 78 (2015/02/02)
Direct trifluoromethylthiolation of various aromatic and heteroaromatic compounds, variously substituted, can be performed with the second generation of trifluoromethanesulfenamide via a 'Friedel-Crafts-like reaction'. This reaction requires mild conditions with a catalytic amount of protic or Lewis acid. Good results have been obtained, even with aromatic compounds bearing deactivating substituents.
