3052-73-1Relevant academic research and scientific papers
Aryne Three-Component Coupling Involving CS2for the Synthesis of S-Aryl Dithiocarbamates
Bhattacharjee, Subrata,Deswal, Shiksha,Manoj, Niket,Jindal, Garima,Biju, Akkattu T.
supporting information, p. 9083 - 9088 (2021/11/30)
A facile synthesis of biologically important S-aryl dithiocarbamates has been demonstrated by the aryne three-component coupling involving CS2 and aliphatic amines. This transition-metal-free and mild reaction is scalable and operates with good functional group compatibility. Preliminary mechanistic experiments, including density functional theory studies, are also provided. Moreover, with 3-triflyloxybenzynes, a unique four-component coupling incorporating tetrahydrofuran was observed.
Multicomponent Synthesis of Biologically Relevant S-Aryl Dithiocarbamates Using Diaryliodonium Salts
Parida, Sushanta K.,Jaiswal, Sonal,Singh, Priyanka,Murarka, Sandip
supporting information, p. 6401 - 6406 (2021/08/18)
A transition-metal-free one-pot three-component annulation between diaryliodonium triflates, cyclic and acyclic aliphatic amines, and carbon disulfide providing a convenient and efficient access to biologically relevant S-aryl dithiocarbamates is developed. The reaction does not require metal, base, or any other additive and operates under mild and ambient conditions. This methodology is robust, scalable, and exhibits a broad substrate scope. The in silico analysis revealed that the majority of the compounds have a drug-likeness and good ADMET characteristics.
Chemoselective C–S/S–S Formation between Diaryl Disulfides and Tetraalkylthiuram Disulfides
Peng, Kang,Zhu, Hui,Liu, Xing,Peng, Han-Ying,Chen, Jin-Quan,Dong, Zhi-Bing
, p. 7629 - 7634 (2019/12/03)
An efficient C–S/S–S formation for the chemoselective synthesis of aryl dithiocarbamate (C–S formation) and aryl dialkylcarbamo(dithioperoxo)thioate (S–S formation) was studied. The chemoselectivity could be controlled by modulating the reaction temperature, base, and catalyst. The transformation features a simple reaction, easily available starting materials, high selectivity and easy performance, showing its practical synthetic value for the preparation of some potential biologically or pharmaceutically active compounds.
Copper-Catalyzed Synthesis of S-Aryl Dithiocarbamates from Tetraalkylthiuram Disulfides and Aryl Iodides in Water
Wu, Xiang-Mei,Yan, Guo-Bing
supporting information, p. 610 - 614 (2019/03/08)
An efficient approach for the copper-catalyzed synthesis of aryl dithiocarbamates from aryl iodides and tetraalkylthiuram disulfides in water is described. Without additional ligand and organic solvent, the coupling reaction could provide a series of S-aryl dithiocarbamates in moderate to good yields.
Synthesis of Phenyl Dithiocarbamates Starting from Sodium Dialkyldithiocarbamates and Aryl Boronic Acids: a Copper Catalyzed S-Arylation
Gao, Ming-Yuan,Xu, Wan,Zhang, Shi-Bo,Li, Yue-Sheng,Dong, Zhi-Bing
, p. 6693 - 6698 (2018/11/25)
A convenient and efficient protocol for the S-arylation of sodium dialkyldithiocarbamates was developed. With the catalysis of copper(I) bromide, sodium dialkyldithiocarbamates coupled with aryl boronic acids giving the C-S coupling products smoothly in g
Copper-Catalyzed S-Arylation Starting from Arylboronic Acids and Tetraalkylthiuram Disulfide
Xu, Wan,Gao, Fan,Dong, Zhi-Bing
, p. 821 - 828 (2018/02/21)
A convenient and useful protocol for the synthesis of diverse S-aryl dithiocarbamates was studied. Starting from arylboronic acid and tetraalkylthiuram disulfide, copper-catalyzed C–S coupling proceeds smoothly to give the desired S-aryl dithiocarbamates in good to excellent yields. The broad substrate scope, short reaction time, easy performance, cheap substrates, and nice yields make this approach attractive, showing its practical synthetic value for the preparation of some biologically or pharmaceutically active compounds.
A Highly Efficient CuCl 2 -Catalyzed C-S Coupling of Aryl Iodides with Tetraalkylthiuram Disulfides: Synthesis of Aryl Dithiocarbamates
Cao, Qiang,Peng, Han-Ying,Cheng, Yu,Dong, Zhi-Bing
, p. 1527 - 1534 (2018/01/17)
A highly efficient copper(II)-catalyzed C-S cross-coupling reaction of aryl iodides with tetraalkylthiuram disulfides was developed. With only 1 mol% of CuCl 2 as catalyst, zinc powder as reductant, and K 2 CO 3 as base, aryl iodides reacted with tetraalkylthiuram disulfides in DMSO furnishing the corresponding aryl dithiocarbamates in good to excellent yields. This protocol is an improvement of previous work, it features convenient performance, low addition of catalyst, no requirement for any ligand, and provides good yields. The method has a broad substrate scope and uses cheap and readily available starting materials.
Copper-Catalyzed C(sp2)-S Coupling Reactions for the Synthesis of Aryl Dithiocarbamates with Thiuram Disulfide Reagents
Dong, Zhi-Bing,Liu, Xing,Bolm, Carsten
supporting information, p. 5916 - 5919 (2017/11/10)
An efficient protocol for the copper-catalyzed preparation of aryl dithiocarbamates from aryl iodides and inexpensive, environmentally benign tetraalkylthiuram disulfides was developed. The features of mild reaction conditions, high yields, and broad substrate scope render this new approach synthetically attractive for the preparation of potentially biologically active compounds.
Eco-compatible three component strategies for C-S bond formation in thioether and S-aryl-carbamodithioate compounds catalyzed by copper(II) nanoparticles supported on modified AlPO4
Sharghi, Hashem,Ghaderi, Iman,Doroodmand, Mohammad Mahdi
, (2017/10/05)
One-pot and three components C-S bond formation reactions in thioethers and S-aryl-carbamodithioates have been catalyzed by a copper heterogeneous nano-catalyst supported on modified AlPO4 under different reaction conditions. The above-mentioned nano-catalyst has been characterized by various techniques such as SEM, TEM, AFM, XRD, FT-IR, UV–Vis, CV, BET, TGA, ICP and XPS spectrometry and its particle size was estimated to be between 60–110?nm. Finally, the reusability of the catalyst up to ten cycles without any significant leaching is one of the outstanding properties of the catalyst.
