77189-95-8Relevant academic research and scientific papers
Metal-and oxidant-free electrochemical synthesis of aryl sulfides
Wang, Xin-Xing,Chen, Cheng,Shi, Hai-Zhu,Zhang, Guo-Wei,Tang, Yu,Zhang, Chun-Gu,Wu, Ming-Yu,Feng, Shun
, (2021/02/26)
A metal- and oxidant-free electrochemical synthesis of aryl sulfides was developed through a C–H sulfidation reaction of arenes and disulfides. Compared with traditional organic synthesis methods, this direct electrochemical approach efficiently generates aryl sulfides under catalyst- and oxidant-free conditions with the superiorities of wide substrate compatibility, mild reaction condition and waster free. At room temperature, various aryl thiols could be transformed smoothly in an undivided cell. Based on cyclic voltammetry (CV) and control experiments, the possible reaction mechanism was also proposed. The gram-scale synthesis emphasizes the practicability of this electrochemical strategy.
Palladium(II)/Copper(II)-Catalyzed C–H Sulfidation or Selenation of Arenes Leading to Unsymmetrical Sulfides and Selenides
Nishino, Kota,Tsukahara, Shouya,Ogiwara, Yohei,Sakai, Norio
supporting information, p. 1588 - 1593 (2019/02/09)
A novel palladium(II)/copper(II)-catalyzed sulfidation of the C–H bond in electron-rich arenes and in pentafluorobenzene with disulfides was developed. This catalytic system can be used to efficiently produce various types of either unsymmetrical aryl sulfides or alkyl aryl sulfides. The present protocol could also be applied to the direct preparation of unsymmetrical aryl selenides via C–H selenation.
Phenyliodine(III) Bis(trifluoroacetate) (PIFA)-Mediated Synthesis of Aryl Sulfides in Water
Feng, Qingyuan,Chen, Dengfeng,Hong, Mei,Wang, Fei,Huang, Shenlin
, p. 7553 - 7558 (2018/05/14)
An environmentally benign method for the synthesis of aryl sulfides in water under mild conditions has been realized, in which arenes are coupled with equal stoichiometry of allyl sulfides. This arylthiolation is enabled by the presence of the Lipshutz su
N-Chlorosuccinimide promoted direct C(sp2)–H bond thiolation of the methoxybenzenes with thiophenols
Raghavender Reddy,Kumar, G. Santosh,Meshram
supporting information, p. 3622 - 3624 (2016/07/22)
A simple and an efficient procedure for the formation of diaryl sulfides via direct sp2C–H functionalization have been developed from simple and readily available thiophenols and substituted methoxy benzenes. In this process thiophenols were us
Radical-Radical Cross-Coupling for C-S Bond Formation
Huang, Zhiliang,Zhang, Dongchao,Qi, Xiaotian,Yan, Zhiyuan,Wang, Mengfan,Yan, Haiming,Lei, Aiwen
supporting information, p. 2351 - 2354 (2016/06/09)
A new method was demonstrated to overcome the selectivity issue of radical-radical cross-coupling toward the synthesis of asymmetric diaryl thioethers. The preliminary mechanism was revealed by radical-trapping experiments, DFT calculations, and kinetics,
Synthesis of Aryl Sulfides: Metal-Free C-H Sulfenylation of Electron-Rich Arenes
Hostier, Thomas,Ferey, Vincent,Ricci, Gino,Gomez Pardo, Domingo,Cossy, Janine
supporting information, p. 3898 - 3901 (2015/08/18)
A simple, efficient, and practical metal-free C-H sulfenylation of substituted electron-rich arenes has been developed. This method is highly regioselective, and the corresponding aryl sulfides were obtained in moderate to excellent yields from stable and
Iodine-mediated thiolation of phenol/phenylamine derivatives and sodium arylsulfinates in neat water
Wang, Dingyi,Zhang, Rongxing,Lin, Sen,Yan, Zhaohua,Guo, Shengmei
, p. 108030 - 108033 (2016/01/09)
An efficient and convenient protocol for iodine-mediated thiolation of phenols/phenylamines with sodium benzene-sulfinates in water has been achieved. In this transformation, environment-friendly conditions (including metal-free and water as solvent) are employed under air conditions, and a series of valuable thioethers are easily obtained in moderate to good yields.
Palladium catalyzed aryl(alkyl)thiolation of unactivated arenes
Saravanan, Perumal,Anbarasan, Pazhamalai
supporting information, p. 848 - 851 (2014/03/21)
A general palladium-catalyzed aryl(alkyl)thiolation of various substituted unactivated arenes is accomplished for the synthesis of diverse unsymmetrical diaryl(alkyl) sulfides in good yield employing electrophilic sulfur reagent 6 derived from succinimide. The developed strategy was coupled with intramolecular arylation of a C-H bond to afford dibenzothiphene derivatives, an important moiety in material science as organic semiconductors.
Iron-catalyzed direct C-H thiolation of trimethoxybenzene with disulfides
Zhang, Manli,Zhang, Shouhui,Pan, Changduo,Chen, Fan
experimental part, p. 2844 - 2853 (2012/08/14)
(Chemical Equation Presented) An iron-catalyzed thiolation access to sulfides from disulfides via arene C-H bond cleavage of trimethoxybenzene is described. The procedure tolerates methoxyl, fluoro, chloro, bromo, nitro, and heterocyclic groups, using air
Copper-catalyzed thiolation of the Di- or trimethoxybenzene arene C-H bond with disulfides
Zhang, Shouhui,Qian, Pengcheng,Zhang, Manli,Hu, Maolin,Cheng, Jiang
experimental part, p. 6732 - 6735 (2010/12/19)
A CuI-catalyzed direct access to sulfides from disulfides via C-H bond cleavage of di- or trimethoxybenzene is described. The procedure utilizes O 2 as a clean and cheap oxidant. Direct selenation of the C-H bond also took place under this procedure. Furthermore, the system enables the use of two RS in (RS)2. Thus, it represents an atom-economical procedure for the synthesis of sulfides and selenides.
