Synthesis of sulfur-containing substances based on vinyl ethers and acetylene 16. Concerning the mobility of the Β-alkoxy groups in ethyl alkyl and aryl sulfides

Synthesis of sulfur-containing substances based on vinyl ethers and acetylene 16. Concerning the mobility of the Β-alkoxy groups in ethyl alkyl and aryl sulfides Full article

Journal

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science
ISSN: 2376-8444 , E-ISSN: 0568-5230

Output data

Year: 1958, Volume: 7, Number: 9, Pages: 1071-1077 Pages count : 7 DOI: 10.1007/bf00912347

Authors

Prilezhaeva E.N. ¹ , Shostakovskii M.F. ¹

Affiliations

1	N. D. Zelinskii Institute of Organic Chemistry of the Academy of Sciences USSR, USSR

1. The reaction conditions for vinyl alkyl ethers and mercaptans were refined, allowing one to prepare predominately the addition products which were contrary to the Markovnikov rule, A series of 1-alkoxy-2-alkyl(aryl)-mercaptoethanes was obtained in good yield. 2. It was shown that the alkoxy group in 1-alkoxy-2-alkyl(aryl)mercaptoethanes may be readily replaced by chlorine. A series of 1-chloro-2-alkyl(aryl)mercaptoethanes was synthesized by the following reaction sequence: 3. It was suggested that the reaction proceeds through formation of an ethylene sulfonium ion which permits one to understand the dependence of the ease of substitution of the alkoxy group on the structure of the other parts of the original sulfide, found in this work.

Prilezhaeva E.N. , Shostakovskii M.F.
Synthesis of sulfur-containing substances based on vinyl ethers and acetylene 16. Concerning the mobility of the Β-alkoxy groups in ethyl alkyl and aryl sulfides
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science. 1958. V.7. N9. P.1071-1077. DOI: 10.1007/bf00912347 OpenAlex

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