L. A. Baeva, A. A. Fatykhov, E. G. Galkin
Dec 1, 2014
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Journal
Russian Journal of Organic Chemistry
Abstract
Functionally substituted heteroanalogs of bicyclo[2.2.2]octane and bicyclo[3.2.2]nonane possess a broad spectrum of useful properties, and they can be used as biologically active substances [1–3]. We previously developed a convenient method for the synthesis of 1,4,7-trimethyl-2-thiabicyclo[2.2.2]octan-5-one (I) [4] with the use of sodium sulfide, including that present in untreated waste alkaline sulfide solutions from petroleum processing plants. In the present work we made an attempt to synthesize 1,5,9-trimethyl-6thia-2-azabicyclo[3.2.2]nonan-3-one (II) from 1,4,7-trimethyl-2-thiabicyclo[2.2.2]octan-5-one oxime (III).