57517-98-3Relevant academic research and scientific papers
The organocatalytic synthesis of perfluorophenylsulfides: Via the thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates
Cai, Zhihua,Du, Guangfen,He, Lin,Lin, Muze,Luo, Jinyun,Wu, Leifang
supporting information, p. 9237 - 9241 (2021/11/13)
The organic superbase t-Bu-P4-catalyzed direct thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates was developed. Yields of perfluorophenylsulfides of up to 97% under catalysis of 5 mol% t-Bu-P4 were achieved. This method was shown to provide an efficient way to construct the perfluorophenyl-sulfur bond under mild metal-free reaction conditions. This journal is
Electrochemical Thiolation and Borylation of Arylazo Sulfones with Thiols and B2pin2
Wang, Rongkang,Chen, Fangming,Jiang, Lvqi,Yi, Wenbin
supporting information, p. 1904 - 1911 (2021/02/12)
An efficient electrochemical synthesis approach of various unsymmetrical thioethers and arylboronates has been developed. Bench stable arylazo sulfones were used as radical precursors for carbon-heteroatom bond formation under electrochemical conditions. Moreover, the scalability of this approach was evaluated by performing the electrochemical thiolation and borylation of arylazo sulfones with thiols and B2pin2 on a gram scale. This protocol not only avoided the use of stoichiometric oxidants, metal catalysts, activating agents and even added bases, but also exhibited favorable functional group tolerance. (Figure presented.).
Nickel-mediated inter- and intramolecular C-S coupling of thiols and thioacetates with aryl iodides at room temperature
Xu, Xiao-Bo,Liu, Jian,Zhang, Jian-Jian,Wang, Ya-Wen,Peng, Yu
supporting information, p. 550 - 553 (2013/04/11)
A Ni(0)-catalyzed intermolecular cross-coupling of various functionalized thiols and aryl iodides has been developed and successfully extended to less explored intramolecular versions, where thioacetates could also be utilized as the strategic surrogate. Air-stable precatalysts, very mild conditions, and an easy protocol allow rapid access to medicinally useful aryl thioethers, as demonstrated in the facile synthesis of (±)-chuangxinmycin as a key step.
Copper-catalyzed direct thiolation of pentafluorobenzene with diaryl disulfides or aryl thiols by C-H and C-F bond activation
Yu, Chuanming,Zhang, Cuiling,Shi, Xiangjun
experimental part, p. 1953 - 1959 (2012/05/05)
A Cu-catalyzed cross-coupling reaction of diaryl disulfides or aryl thiols with pentafluorobenzene using CuBr as the catalyst, tBuOLi or tBuOK as the base in DMSO at 60 °C under an O2 atmosphere was investigated. The corresponding bisarylthiola
An efficient sulfenylation of aromatics using highly active quinone mono O,S-acetal bearing a pentafluorophenylthio group
Matsugi, Masato,Murata, Kenji,Nambu, Hisanori,Kita, Yasuyuki
, p. 1077 - 1080 (2007/10/03)
A facile sulfenylation of various aromatic nuclei was achieved by use of the novel sulfenylation reagent, the quinone mono O,S-acetal bearing a pentafluorophenylthio group. It functioned below 0°C in the presence of a catalytic amount of TMSOTf.
Facile and efficient sulfenylation method using quinone mono-O,S-acetals under mild conditions
Matsugi,Murata,Gotanda,Nambu,Anilkumar,Matsumoto,Kita
, p. 2434 - 2441 (2007/10/03)
A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.
