Electrophilic intramolecular cyclization of functional dervatives of unsaturated compounds: VII. Synthesis of 5-arylsulfanyl-6-phenylpiperidin-2-ones in the absence of salt additives and ... View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2015-02

AUTHORS

N. M. Tsizorik, A. I. Vas’kevich, R. I. Vas’kevich, M. V. Vovk

ABSTRACT

Cinnamylacetamides reacted with arylsulfenyl chlorides in chloroform in the absence of LiClO4 affording 5-(arylsulfanyl)-6-phenylpiperidin-2-ones. Their reduction with a system LiAlH4-AlCl3 resulted in 3-(tolylsulfanyl)-1,2-diphenylpiperidine, and with Raney nickel, in 1-aryl-6-phenylpiperidin-2-ones. The latter treated with LiAlH4-AlCl3 were converted into 1-aryl-2-phenyl-piperidines. The oxidation of 5-(arylsulfanyl)-6-phenylpiperidin-2-ones with hydrogen peroxide in acetone led to the formation of 5-sulfinyl-, and with oxone, to 5-sulfonyl derivatives. More... »

PAGES

226-230

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070428015020165

DOI

http://dx.doi.org/10.1134/s1070428015020165

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1029347378


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