A novel synthesis of silicon-containing aziridines

Addition of methyl N,N-dichlorocarbamate to trimethylvinylsilane with subsequent reduction with sodium hydrosulphite afforded methyl N-(2-chloro-2-trimethylsilyl)ethylcarbamate. Intramolecular alkylation of the latter in a hexane/solid NaOH two-phase system in the presence of a phase transfer cataly...

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Published inJournal of organometallic chemistry Vol. 268; no. 2; pp. c29 - c32
Main Authors Lukevics, E., Dirnens, V.V., Goldberg, Y.S., Liepinsh, E.E., Kalvinsh, I.Ya, Shimanska, M.V.
Format Journal Article
LanguageEnglish
Published Lausanne Elsevier B.V 01.01.1984
Elsevier Science
Subjects
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
Nitrogen heterocycle
Silicon Organic compounds
Three membered ring
Mass spectrum
Urethane
NMR spectrum
Heterocyclization
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Summary:Addition of methyl N,N-dichlorocarbamate to trimethylvinylsilane with subsequent reduction with sodium hydrosulphite afforded methyl N-(2-chloro-2-trimethylsilyl)ethylcarbamate. Intramolecular alkylation of the latter in a hexane/solid NaOH two-phase system in the presence of a phase transfer catalyst or under ultrasonic irradiation resulted in 1-carbmethoxy-2-trimethylsilylaziridine. Similarly, starting from trimethylallylsilane the 1-carbethoxy-2-(trimethylsilylmethyl)aziridine was prepared.
ISSN:0022-328X
1872-8561
DOI:10.1016/0022-328X(84)80248-X