65787-72-6Relevant academic research and scientific papers
Selective activation of 1,2-dichloroethane for access to β-chloroethylarenes enabled by nickel-catalyzed suzuki-type couplings
Yang, Yi,Cai, Junjie,Luo, Gen,Tong, Xia,Su, Yumei,Jiang, Yan,Liu, Yingle,Zheng, Yubin,Zeng, Jijiao,Li, Chaolin
supporting information, p. 1130 - 1134 (2019/03/26)
The selective conversion of one inactive C(sp3)-Cl bond of 1,2-dichloroethane (DCE) into C(sp3)-C(sp2) linkages for access to β-chloroethylarenes is presented here. The key to achieve the required reactivity and chemoselectivity in this synthetic method was the utilization of nickel and combinatorial nitrogen ligands as catalytic system. Synthetic advantages of this coupling chemistry included the step-simplicities to β-chloroethylarenes, the mildness and effectiveness of coupling conditions, together with the convenience for allowing further functional group transformations of the retained homobenzylic C–Cl bonds.
Preparation method of chloroethyl-substituted aromatic compound
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Paragraph 0159; 0161; 0163, (2019/02/06)
The invention belongs to the technical field of preparation of organic chloride products and particularly relates to a preparation method of a beta-chloroethyl-substituted aromatic compound. The method comprises the following steps: by taking 1-bromine-2-chloroethane and arylboronic acid as raw materials in the atmosphere of a reaction solution and nitrogen gas, heating under the action of a catalytic system with a nickel catalyst and a dipyridyl ligand, and weak base additives and pyridine additives, separating and purifying after reaching a reaction endpoint to obtain the beta-chloroethyl-substituted aromatic compound. According to the preparation method, the nickel catalyst and the dipyridyl ligand which are cheap and easily available are commercially available are used as the catalyticsystem; the directional introduction from beta-chloroethyl to aromatic group is achieved, so that the beta-chloroethyl-substituted aromatic compound can be efficiently prepared. The method is mild inreaction condition and low in raw material cost; the reaction steps are simple and are easy to operate; meanwhile, the reaction scale is easy to enlarge; the product is simple and convenient to separate; the method is suitable for industrial production.
Ketone-catalyzed photochemical C(sp3)–H chlorination
Han, Lei,Xia, Ji-Bao,You, Lin,Chen, Chuo
, p. 3696 - 3701 (2017/06/13)
Photoexcited arylketones catalyze the direct chlorination of C(sp3)–H groups by N- chlorosuccinimide. Acetophenone is the most effective catalyst for functionalization of unactivated C–H groups while benzophenone provides better yields for benzylic C–H functionalization. Activation of both acetophenone and benzophenone can be achieved by irradiation with a household compact fluorescent lamp. This light-dependent reaction provides a better control of the reaction as compared to the traditional chlorination methods that proceed through a free radical chain propagation mechanism.
