1074-11-9Relevant articles and documents
Copper-catalyzed regioselective chloroamination of alkenes with chlorotrimethylsilane and n-fluorobenzenesulfonimide under microwave-assisted conditions
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A copper-catalyzed chloroamination of alkenes with chlorotrimethylsilane and N-fluorobenzenesulfonimide has been developed. The reactions were complete within 1 h at 120 °C by means of microwave heating. The present chloroamination proceeds with a perfect regioselectivity and is compatible with various functional groups. The preliminary mechanistic investigation revealed that the reaction involves a radical process. The utility of the present method was demonstrated by scalable, operationally simple and safe system.
STRUCTURE OF POLYMERS ON THE BASIS OF CHLORINATED STYRENE AND SODIUM DISULPHIDE
Todorova, D.,Mladenov, Iv.,Marcov, M.
, p. 453 - 456 (1984)
A polycondensation of a mixture of halogen derivatives of styrene obtained at direct chlorination of styrene and containing ca. 80 percent α,β-dichloroethylbenzene and sodium disulphide was studied.Polysulphide liquid low molecular polymers were obtained.By means of molecular spectroscopy, fractionation and the elemental analysis the structure of the synthesized products was studied.It was proved, that the essential unit is the styrenedisulphide one.The role of monofunctional monomer and of nonchlorinated styrene in reaction conditions was indicated
Quaternary ammonium polychlorides as efficient reagents for chlorination of unsaturated compounds
Zelikman,Tyurin,Smirnov,Zyk
, p. 1541 - 1546 (1998)
Chlorination of unsaturated compounds by benzyltributylammonium polychlorides results in higher yields of addition products compared to those obtained with molecular chlorine.
Reaction of Styrene with Chlorine Dioxide
Loginova,Chukicheva, I. Yu.,Kuchin
, (2018)
Reaction of styrene with chlorine dioxide under various conditions selectively produces 1-phenyl- 2-chloroethanone, with 1-phenyl-2-chloroethanol, 2-hydroxy-1-phenylethanone, (1,2-dichloroethyl)benzene, (2-chloro-1-phenyl)ethene, and (1,2,2-trichloroethyl
Dichlorination of olefins with diphenyl sulfoxide/oxalyl chloride
Ding, Rui,Huang, Shuai,Wang, Qiyi,Liu, Yongguo,Sun, Baoguo,Tian, Hongyu
, p. 2319 - 2330 (2020)
The combination of diphenyl sulfoxide and oxalyl chloride was used to accomplish the dichlorination of olefins, in which chlorodiphenylsulfonium salt generated in situ was proposed to be the real active species as a chloronium ion source.
Flexible on-site halogenation paired with hydrogenation using halide electrolysis
Shang, Xiao,Liu, Xuan,Sun, Yujie
supporting information, p. 2037 - 2043 (2021/03/26)
Direct electrochemical halogenation has appeared as an appealing approach in synthesizing organic halides in which inexpensive inorganic halide sources are employed and electrical power is the sole driving force. However, the intrinsic characteristics of direct electrochemical halogenation limit its reaction scope. Herein, we report an on-site halogenation strategy utilizing halogen gas produced from halide electrolysis while the halogenation reaction takes place in a reactor spatially isolated from the electrochemical cell. Such a flexible approach is able to successfully halogenate substrates bearing oxidatively labile functionalities, which are challenging for direct electrochemical halogenation. In addition, low-polar organic solvents, redox-active metal catalysts, and variable temperature conditions, inconvenient for direct electrochemical reactions, could be readily employed for our on-site halogenation. Hence, a wide range of substrates including arenes, heteroarenes, alkenes, alkynes, and ketones all exhibit excellent halogenation yields. Moreover, the simultaneously generated H2at the cathode during halide electrolysis can also be utilized for on-site hydrogenation. Such a strategy of paired halogenation/hydrogenation maximizes the atom economy and energy efficiency of halide electrolysis. Taking advantage of the on-site production of halogen and H2gases using portable halide electrolysis but not being suffered from electrolyte separation and restricted reaction conditions, our approach of flexible halogenation coupled with hydrogenation enables green and scalable synthesis of organic halides and value-added products.