caa a22 4500 475762371 CHVBK 20180406123555.0 cr unu---uuuuu 170329e20001101xx s 000 0 eng 10.1007/BF02494922 doi (NATIONALLICENCE)springer-10.1007/BF02494922 Reactions of sulfenamides with alkynes in the presence of phosphorus(v) oxohalides [Elektronische Daten] [N. Zyk, E. Beloglazkina, M. Belova, N. Zefirov] The reactions of alkynes with arylsulfenamides activated with phosphorus oxohalides giving rise to aryl β-halovinyl sulfides were investigated. The reactions with acetylene, oct-1-yne, and oct-4-yne aretrans-stereospecific, whereas the reaction with phenylacetylene afforded a mixture ofcis- andtrans-addition products. The addition to unsymmetrical alkynes yielded a mixture of Markovnikoff and anti-Markovnikoff isomers whose ratio depends on the solvent. Products of addition to oct-1-yne in the presence of catalytic amounts of acids underwent isomerization. Kluwer Academic/Plenum Publishers, 2000 arylsulfenamides nationallicence phosphorus(v) oxohalides nationallicence alkynes nationallicence aryl β-halovinyl sulfides nationallicence sulfenylation nationallicence isomerization nationallicence Zyk N. Department of Chemistry, M. V. Lomonosov Moscow State University, Vorob'evy Gory, 119899, Moscow, Russian Federation aut Beloglazkina E. Department of Chemistry, M. V. Lomonosov Moscow State University, Vorob'evy Gory, 119899, Moscow, Russian Federation aut Belova M. Department of Chemistry, M. V. Lomonosov Moscow State University, Vorob'evy Gory, 119899, Moscow, Russian Federation aut Zefirov N. Department of Chemistry, M. V. Lomonosov Moscow State University, Vorob'evy Gory, 119899, Moscow, Russian Federation aut Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/11(2000-11-01), 1846-1852 1066-5285 49:11<1846 2000 49 11172 https://doi.org/10.1007/BF02494922 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02494922 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Zyk N. Department of Chemistry, M. V. Lomonosov Moscow State University, Vorob'evy Gory, 119899, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Beloglazkina E. Department of Chemistry, M. V. Lomonosov Moscow State University, Vorob'evy Gory, 119899, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Belova M. Department of Chemistry, M. V. Lomonosov Moscow State University, Vorob'evy Gory, 119899, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Zefirov N. Department of Chemistry, M. V. Lomonosov Moscow State University, Vorob'evy Gory, 119899, Moscow, Russian Federation aut NATIONALLICENCE 773 0- Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/11(2000-11-01), 1846-1852 1066-5285 49:11<1846 2000 49 11172 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer