• Title/Summary/Keyword: Ynamide

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Radical Additions of Arenethiols to Ynamides for the Selective Synthesis of N-[(Z)-2-(Arylsulfanyl)-1-alkenyl]amides

  • Sato, Akinori;Yorimitsu, Hideki;Oshima, Koichiro
    • Bulletin of the Korean Chemical Society
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    • v.31 no.3
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    • pp.570-576
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    • 2010
  • A variety of ynamides undergo highly regio- and stereoselective radical addition of arenethiols with the aid of triethylborane as a radical initiator. The products, N-[(Z)-2-arylsulfanyl-1-alkenyl]amides, can be reduced with triethylsilane in trifluoroacetic acid to yield N-[2-(arylsulfanyl)alkyl]amides.