91804-55-6Relevant articles and documents
Environmentally Friendly and Recyclable CuCl 2-Mediated C-S Bond Coupling Strategy Using DMEDA as Ligand, Base, and Solvent
Shen, Guodong,Lu, Qichao,Wang, Zeyou,Sun, Weiwei,Zhang, Yalin,Huang, Xianqiang,Sun, Manman,Wang, Zhiming
supporting information, p. 184 - 198 (2021/09/20)
Simple reaction conditions and recyclable reagents are crucial for environmentally friendly industrial applications. An environment-friendly, recyclable and economic strategy was developed to synthesize diaryl chalcogenides by the CuCl2-catalyzed C S bondformation reaction via iodobenzenes and benzenethiols/1,2-diphenyldisulfanes using N,N'-dimethylethane-1,2-diamine (DMEDA) as ligand, base, and solvent. For these reactions, especially the reactions of diiodobenzenes and aminobenzenethiols/disulfanediyldianilines, a range of substrates are compatible and give the corresponding products in good to excellent yields. Both of the reagents in the catalytic system (CuCl2/DMEDA) are inexpensive, conveniently separable, and recyclable for more than five cycles.
Ortho-position imine ester or cyano substituted aryl thioether derivative, and preparation method and application thereof
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Paragraph 0149-0153, (2020/06/17)
The invention belongs to the technical field of organic synthesis, and particularly relates to an ortho-position imine ester or cyano substituted aryl thioether derivative, and a preparation method and an application thereof. The structural formula of the ortho-position imine ester or cyano substituted aryl thioether derivative is represented by formula (I) or formula (I'). The preparation methodcomprises the following steps: selecting an imine ester substrate and different substituted disulfide coupling reagents, mixing the reactants with a catalyst, an oxidant and a halide ion capturing agent under air atmosphere and alkaline conditions, and carrying out an aromatic ring ortho-position carbon-hydrogen bond activation reaction to obtain the ortho-position imine ester or cyano substitutedaryl sulfide derivative. The preparation method is simple and easily available in substrate and simple to operate, and achieves the efficient synthesis of the aryl thioether derivative of ortho-position imine ester or cyano group through the regulation of a catalytic system; and the product can be applied to later-stage derivatization reaction of drug molecules such as probenecid, and synthesis potential is provided for rapid construction of thioether derivatives with bioactive molecule libraries.
Achieving Nickel Catalyzed C-S Cross-Coupling under Mild Conditions Using Metal-Ligand Cooperativity
Sikari, Rina,Sinha, Suman,Das, Siuli,Saha, Anannya,Chakraborty, Gargi,Mondal, Rakesh,Paul, Nanda D.
, p. 4072 - 4085 (2019/04/01)
A simple and efficient approach of C-S cross-coupling of a wide variety of (hetero)aryl thiols and (hetero)aryl halides under mild conditions, mostly at room temperature, catalyzed by well-defined singlet diradical Ni(II) catalysts bearing redox noninnocent ligands is reported. Taking advantage of ligand centered redox events, the high-energetic Ni(0)/Ni(II) or Ni(I)/Ni(III) redox steps were avoided in the catalytic cycle. The cooperative participation of both nickel and the coordinated ligands during oxidative addition/reductive elimination steps allowed us to perform the catalytic reactions under mild conditions.
