Functional sulfur-containing compounds. 4. Preparation of chloro(bromo)alkyl sulfones by oxidative halogenation of hydroxyalkyl sulfides and sulfoxides with mixtures of hydrogen peroxide and a hydrohalic acid

Functional sulfur-containing compounds. 4. Preparation of chloro(bromo)alkyl sulfones by oxidative halogenation of hydroxyalkyl sulfides and sulfoxides with mixtures of hydrogen peroxide and a hydrohalic acid 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: 1982, Volume: 31, Number: 5, Pages: 995-1001 Pages count : 7 DOI: 10.1007/bf00949956

Authors

Derzhinskii A.R. ¹ , Konyushkin L.D. ¹ , Prilezhaeva E.N. ¹

Affiliations

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

1. Oxidative halogenation of hydroxyalkyl sulfides and sulfoxides with a mixture of H2O2 and HX constitutes a convenient preparative method for chloro- and bromoalkyl sulfones. 2. A possible mechanism for the oxidative halogenation of hydroxyalkyl sulfides and sulfoxides is examined, and it is shown that the differences between oxidative chlorination and bromination in the H2O2-HX system arise at the stage of conversion of the hydroxyalkyl sulfoxides into haloalkyl sulfones. The presence of substantial amounts of free bromine in the reaction mixture results in a considerable reduction in the yields of bromoalkylsulfones.

Derzhinskii A.R. , Konyushkin L.D. , Prilezhaeva E.N.
Functional sulfur-containing compounds. 4. Preparation of chloro(bromo)alkyl sulfones by oxidative halogenation of hydroxyalkyl sulfides and sulfoxides with mixtures of hydrogen peroxide and a hydrohalic acid
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science. 1982. V.31. N5. P.995-1001. DOI: 10.1007/bf00949956 OpenAlex

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