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Synthesis of 1-haloethenamides from ynamide through halotrimethylsilane-mediated hydrohalogenation
Authors:Kazuhiro Ohashi  Shigenori MiharaAkihiro H Sato  Masataka IdeTetsuo Iwasawa
Institution:Department of Materials Chemistry, Faculty of Science and Technology, Ryukoku University, Otsu, Shiga 520-2153, Japan
Abstract:A convenient synthesis of 1-haloethenamides has been achieved by utilizing halotrimethylsilane (TMSX, X = Cl, Br, I) and water. Halotrimethylsilane in 1 M CH2Cl2 solution functions as a halogen source of the in situ generated HX, and the HX added to the terminal triple bonds of ynamides in Markovnikov fashion.
Keywords:1-Haloethenamide  exo-Methylene  Vinyl halide  Hydrohalogenation
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