Synthesis of substituted chloroacetylenes from methyl ketones

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.

Original language	English
Pages (from-to)	2134-2138
Number of pages	5
Journal	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume	25
Issue number	10
DOIs	https://doi.org/10.1007/BF02659533
Publication status	Published - 1 Oct 1976
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1007/BF02659533

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title = "Synthesis of substituted chloroacetylenes from methyl ketones",

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.",

author = "Vasilevskii, {S. F.} and Sinyakov, {A. N.} and Shvartsberg, {M. S.} and Kotlyarevskii, {I. L.}",

year = "1976",

month = oct,

day = "1",

doi = "10.1007/BF02659533",

language = "English",

volume = "25",

pages = "2134--2138",

journal = "Russian Chemical Bulletin",

issn = "0568-5230",

publisher = "Consultants Bureau",

number = "10",

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TY - JOUR

T1 - Synthesis of substituted chloroacetylenes from methyl ketones

AU - Vasilevskii, S. F.

AU - Sinyakov, A. N.

AU - Shvartsberg, M. S.

AU - Kotlyarevskii, I. L.

PY - 1976/10/1

Y1 - 1976/10/1

N2 - 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.

AB - 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.

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DO - 10.1007/BF02659533

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