caa a22 4500 605531099 CHVBK 20210128100827.0 cr unu---uuuuu 210128e20150201xx s 000 0 eng 10.1134/S1070428015020165 doi (NATIONALLICENCE)springer-10.1134/S1070428015020165 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 their selective reduction and oxidation [Elektronische Daten] [N. Tsizorik, A. Vas'kevich, R. Vas'kevich, M. Vovk] 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. Pleiades Publishing, Ltd., 2015 Tsizorik N. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine aut Vas'kevich A. National Technical University of Ukraine "KPI”, pr. Pobedy 37, 03056, Kiev, Ukraine aut Vas'kevich R. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine aut Vovk M. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine aut Russian Journal of Organic Chemistry Pleiades Publishing 51/2(2015-02-01), 226-230 1070-4280 51:2<226 2015 51 11178 https://doi.org/10.1134/S1070428015020165 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1134/S1070428015020165 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Tsizorik N. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine aut NATIONALLICENCE 700 1- Vas'kevich A. National Technical University of Ukraine "KPI”, pr. Pobedy 37, 03056, Kiev, Ukraine aut NATIONALLICENCE 700 1- Vas'kevich R. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine aut NATIONALLICENCE 700 1- Vovk M. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine aut NATIONALLICENCE 773 0- Russian Journal of Organic Chemistry Pleiades Publishing 51/2(2015-02-01), 226-230 1070-4280 51:2<226 2015 51 11178