1350814-76-4Relevant 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.
Metal–organic frameworks of Cu2(TPTC)-catalyzed cascade C–S coupling/Csp2–H hydroxylation reaction
Tian, An-Qi,Liu, Shan,Ren, Zhi-Lin,Wang, Long,Li, Dong-Sheng
, p. 1339 - 1345 (2020/01/31)
Abstract: This paper reports a novel disulfide-directed Csp2–H hydroxylation cascade reaction strategy catalyzed by Cu2(TPTC), a metal–organic framework material with binuclear Cu(II) paddlewheel nodes. In the strategy, Cu2(TPTC) MOF can effectively catalyze the coupling reaction of disulfide and arylboronic acid, and realize the disulfide-directed Csp2–H hydroxylation reaction. This reaction proceeded well under Cu2(TPTC) MOF catalyst with good yields, which provides an efficient method to the synthesis of functional organic molecules, such as 2-(phenylthio)phenols derivatives. Graphic abstract: [Figure not available: see fulltext.].
Co(II)-catalyzed regioselective clean and smooth synthesis of 2-(aryl/alkyl-thio)phenols via sp2 C-H bond activation
Rostami, Abed,Khakyzadeh, Vahid,Zolfigol, Mohammad Ali,Rostami, Amin
, p. 260 - 263 (2018/05/04)
The first example of a smooth, practical and useful strategy for the preparation of ortho-aryl/alkyl sulfenyl phenols by using the reaction of aryl/alkyl thiols with phenols in the presence cobalt as catalyst, and with the assistance of acetic anhydride as directing group via C-H bond activation, was developed. Described method enables to form selectively C-S bond without any ligand, oxidant, and aryl/alkyl halide under mild conditions.
Disulfide-Directed C–H Hydroxylation for Synthesis of Sulfonyl Diphenyl Sulfides and 2-(Phenylthio)phenols with Oxygen as Oxidant
Wang, Long,Xie, Yi-Bi,Huang, Nian-Yu,Zhang, Nuo-Nuo,Li, De-Jiang,Hu, Yu-Lin,Liu, Ming-Guo,Li, Dong-Sheng
, p. 779 - 785 (2017/03/11)
Compared to N, O and P as directing functional atoms, the application of directing group containing sulfur atoms for transition metal-catalyzed C–H activation is much more difficult for the known reason (some metal catalysts are easily poisoned by sulfur). Here, the disulfide-directed C–H activation for thew synthesis of sulfonyl diphenyl sulfides was realized for the first time by a copper-catalyzed, tandem, one-step C–S coupling/hydroxylation of disulfides and arylboronic acids with oxygen as the oxidant. This method provides a mild and easy method for the synthesis of sulfonyl diphenyl sulfides and 2-(phenylthio)phenol derivatives and avoids producing sulfoxides and sulfones under air conditions and elevated temperatures. (Figure presented.).
FeCl3-mediated direct chalcogenation of phenols
Komeyama, Kimihiro,Aihara, Kiyoto,Kashihara, Tetsuya,Takaki, Ken
supporting information; experimental part, p. 1254 - 1256 (2011/11/30)
Direct sulfenylation and selenylation of phenols using a stoichiometric amount of FeCl3 under an oxygen atmosphere has been developed. The chalcogenated phenols were shown to be suitable for preparing S- and Se-containing compounds using the reaction of the remaining hydroxy group.
