52913-85-6Relevant academic research and scientific papers
Copper(II)-faciliated synthesis of substituted thioethers and 5-substituted 1H-tetrazoles: Experimental and theoretical studies
Layek, Samaresh,Agrahari, Bhumika,Dey, Shuvankar,Ganguly, Rakesh,Pathak, Devendra D.
, p. 194 - 206 (2019)
Benzoylhydrazine based Schiff base-ligated two new copper(II) complexes, [Cu(L1)2] (1) and [Cu(L2)2] (2) were synthesized by the reaction of Cu(CH3COO)2·H2O with respective Schiff base ligand 1-[(4-nitrophenyl)ethylidene] benzohydrazide (HL1) or 1-[(4-methoxyphenyl)ethylidene] benzohydrazide (HL2). Both complexes were isolated as greenish solid and fully characterized by elemental analysis, FT-IR, EPR, thermo-gravimetric (TG) analysis and Cyclic Voltammetry. The molecular structures of both complexes have also been determined by single crystal X-ray crystallography, which confirmed the coordination of Schiff base ligands through N, O donor atoms and distorted square planar geometry around the Cu(II) ion. Both complexes were found to be good homogeneous catalysts for the synthesis of a wide range of substituted thioethers and 5-substituted 1H-tetrazoles in 92% and 93% yield, respectively, at a low catalyst loading (0.5 mol%). The bond angles and distances, as discerned from the DFT calculations, commusurated with the experimental findings. The energy difference between the HOMO and the LUMO, calculated from DFT studies, was found to be 5.645 eV and 6.459 eV for complex 1 and complex 2, respectively. These results are in harmony with the observed higher catalytic activity of complex 1.
Site-Selective Synthesis of Aryl Sulfides via Oxidative Aromatization of Cyclohexanones with Thiophenols
Xiao, Fuhong,Tang, Minli,Huang, Huawen,Deng, Guo-Jun
, p. 512 - 523 (2021/12/27)
We have introduced a metal-free facile access for the thiolation/aromatization of cyclohexanones with thiophenols to the corresponding aryl sulfides. The dehydroaromatic reaction of non-aromatic cyclohexanones proceeded smoothly using oxygen as a green oxidant.
Transition-Metal-Free and Oxidant-Free Cross-Coupling of Arylhydrazines with Disulfides: Base-Promoted Synthesis of Unsymmetrical Aryl Sulfides
Taniguchi, Toshihide,Naka, Takuya,Imoto, Mitsutaka,Takeda, Motonori,Nakai, Takeo,Mihara, Masatoshi,Mizuno, Takumi,Nomoto, Akihiro,Ogawa, Akiya
, p. 6647 - 6655 (2017/07/15)
A novel synthesis of unsymmetrical aryl sulfides, which requires no transition metal catalyst and no oxidant, was developed. This base-promoted cross-coupling reaction proceeded using arylhydrazines and 1 equiv amount of disulfides under inert gas conditions to afford the unsymmetrical aryl sulfides in good yields.
TBATB mediated debenzylative cross-coupling of aryl benzyl sulfides with electron rich compounds: Synthesis of diaryl sulfides
Hazarika, Sukanya,Gogoi, Prasanta,Barman, Pranjit
, p. 25765 - 25767 (2015/10/20)
An efficient TBATB mediated debenzylative cross coupling of aryl benzyl sulfides with electron rich compounds provides diaryl sulfides in moderate to excellent yield. The salient features of the present protocol are simplicity, high efficiency and compati
Iron or boron-catalyzed C-H arylthiation of substituted phenols at room temperature
Tian, Hua,Zhu, Changjin,Yang, Haijun,Fu, Hua
supporting information, p. 8875 - 8877 (2014/08/05)
A simple, efficient and environmentally friendly method for iron or boron-catalyzed C-H arylthiation of substituted phenols at room temperature has been developed, and the corresponding diaryl sulfides were prepared in good to excellent yields. The protocol uses readily available 1-(substituted phenylthio)pyrrolidine-2,5-diones as the arylthiation reagents and inexpensive and environmentally friendly FeCl3 or BF3·OEt 2 as the catalyst, moreover no ligands, additives or extrusion of air are required, and the reactions can be performed successfully at room temperature. This journal is the Partner Organisations 2014.
Silver ion mediated in situ synthesis of mixed diaryl sulfides from diaryl disulfides
Gogoi, Prasanta,Gogoi, Sandhya R.,Kalita, Mukul,Barman, Pranjit
, p. 873 - 877 (2013/05/21)
The AgNO3-mediated in situ scission of aromatic disulfides in the presence of electron-rich aromatic compounds results in the efficient synthesis of diaryl sulfides. Key features of this new methodology are high yields of aromatic and heteroaromatic sulfides, mild reaction conditions, simplicity, simple workup, and avoiding foul-smelling reactants like thiols. Georg Thieme Verlag Stuttgart · New York.
Microwave-assisted simple and efficient ligand free copper nanoparticle catalyzed aryl-sulfur bond formation
Ranu, Brindaban C.,Saha, Amit,Jana, Ranjan
, p. 2690 - 2696 (2008/09/19)
A new protocol for the coupling of aryl iodides with thiophenols and alkanethiols catalyzed by copper nanoparticles under ligand-free condition has been developed. A variety of functionalized aryl sulfides are prepared in excellent yields under microwave irradiation for 5-7 min. A plausible radical mechanism has been suggested.
