72569-05-2Relevant academic research and scientific papers
Regioselective Ortho‐C–H sulfenylation of free phenols catalyzed by Co(II)-immobilized on silica-coated magnetic nanoparticles
Khaef, Sepideh,Rostami, Abed,Khakyzadeh, Vahid,Zolfigol, Mohammad Ali,Taherpour, Avat Arman,Yarie, Meysam
, (2020/01/22)
Fe3O4?SiO2-UT?CoII is prepared by the silica-coated magnetic nanoparticles, urea-triazole, and CoCl2. This organic-inorganic hybride composite showed a good to excellent catalytic activity toward regioselective ortho-sulfenylation of free phenols and naphthols using pivalic anhydride as a directing group, also K2S2O8 and PPh3 were employed as oxidant and additive respectively. The newly synthesized catalyst was fully characterized by using different techniques such as FT-IR, TGA, DTG, TEM, SEM, EDS, ICP and VSM analyses. The competitive price, accessibility and lower toxicity of cobalt compared to expensive transition metals using for C–H bond activation and functionalization constitute precious advantages for this method. Moreover, this heterogeneous catalyst could be magnetically recovered and reused without significant loss of its catalytic activity after five cycles.
Nickel-Catalyzed Phosphorylation of Phenol Derivatives via C-O/P-H Cross-Coupling
Yang, Jia,Xiao, Jing,Chen, Tieqiao,Han, Li-Biao
, p. 3911 - 3916 (2016/05/24)
An efficient nickel-catalyzed phosphorylation of phenol derivatives with P(O)-H compounds via C-O/P-H cross-coupling is described. Under the reaction conditions, various phenyl pivalates coupled readily with hydrogen phosphoryl compounds to afford the corresponding coupling products aryl phosphonates and aryl phosphine oxides in good to high yields.
Highly regioselective copper-catalyzed benzylic C-H amination by N-fluorobenzenesulfonimide
Ni, Zhikun,Zhang, Qian,Xiong, Tao,Zheng, Yiying,Li, Yan,Zhang, Hongwei,Zhang, Jingping,Liu, Qun
supporting information; experimental part, p. 1244 - 1247 (2012/03/09)
Primary target: A practical and effective copper-catalyzed amination strategy for synthesizing various benzylic amines from benzylic hydrocarbons is described (see scheme; DCE=1,2-dichloroethane). Xylene substrates can undergo diamination reactions using this method. The remarkable preference for primary over secondary benzylic C-H bonds has been observed for the first time. Copyright
Pd(II)-catalyzed C-H activation/aryl-aryl coupling of phenol esters
Xiao, Bin,Fu, Yao,Xu, Jun,Gong, Tian-Jun,Dai, Jian-Jun,Yi, Jun,Liu, Lei
supporting information; experimental part, p. 468 - 469 (2010/03/25)
(Chemical Equation Presented) Although nitrogen-containing group-directed cyclopalladation reactions have been well-known, Pd(II) insertion into C-H bonds promoted by coordination of an oxygen-only group to the palladium remains rather rare. In the present study, the first cyclopalladation complex formed from a simple phenol ester was characterized by X-ray crystallography. A promising protocol for the ortho C-H activation/aryl-aryl coupling of phenol esters that was not sensitive to moisture or air was then established. The utility of the reaction was demonstrated for the synthesis of useful phenol derivatives. Copyright
Cross-coupling reactions of aryl pivalates with boronic acids
Quasdorf, Kyle W.,Tian, Xia,Garg, Neil K.
supporting information; experimental part, p. 14422 - 14423 (2009/02/08)
The first cross-coupling of acylated phenol derivatives has been achieved. In the presence of an air-stable Ni(II) complex, readily accessible aryl pivalates participate in the Suzuki-Miyaura coupling with arylboronic acids. The process is tolerant of considerable variation in each of the cross-coupling components. In addition, a one-pot acylation/cross-coupling sequence has been developed. The potential to utilize an aryl pivalate as a directing group has also been demonstrated, along with the ability to sequentially cross-couple an aryl bromide followed by an aryl pivalate, using palladium and nickel catalysis, respectively. Copyright
