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Synthesis of substituted chloroacetylenes from methyl ketones
Authors:S F Vasilevskii  A N Sinyakov  M S Shvartsberg  I L Kotlyarevskii
Institution:(1) Biocatalysis Laboratory, Department of Pharmaceutical Technology (Biotechnology), National Institute of Pharmaceutical Education and Research, Sector 67, S.A.S. Nagar, 160 062, India;(2) Microbial Type Culture Collection and Gene Bank, Institute of Microbial Technology, Sector 39 A, Chandigarh, 160 016, India;
Abstract:
1.  Depending on the conditions, the reaction of methyl aryl ketones with phosphorus pentachloride leads to products from substitution of the carbonyl oxygen by chlorine, αβ-dichlorovinylarenes, or compounds with higher degrees of chlorination.
2.  By eliminating a molecule of hydrogen chloride under the influence of an equimolar amount of sodium amide in ammonia, substituted, α,β-dichloroethylenes give high yields of the respective 2-chloroacetylene.
3.  The synthesis of a series of ethynyl- and β-chloroethynylpyrazoles from methylpyrazolyl ketones was realized.
Keywords:
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