About: Highly selective synthesis of (E)-alkenyl-(pentafluorosulfanyl)benzenes through Horner-Wadsworth-Emmons reaction     Goto   Sponge   NotDistinct   Permalink

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  • Diethyl 2-nitro-(pentafluorosulfanyl)benzylphosphonates, available by the vicarious nucleophilic substitution reaction of meta- and para-nitro-(pentafluorosulfanyl)benzenes and diethyl chloromethylphosphonate, undergo Horner-Wadsworth-Emmons reaction with aldehydes in the presence of potassium hydroxide in acetonitrile at ambient temperature to give (E)-2-nitro-1-alkenyl-(pentafluorosulfanyl)benzenes in good yields and high stereoselectivities. Follow-up transformations of the primary products provided (E)-1-alkenyl-(pentafluorosulfanyl)benzenes and 2-(2-arylethyl)-(pentafluorosulfanyl)anilines.
  • Diethyl 2-nitro-(pentafluorosulfanyl)benzylphosphonates, available by the vicarious nucleophilic substitution reaction of meta- and para-nitro-(pentafluorosulfanyl)benzenes and diethyl chloromethylphosphonate, undergo Horner-Wadsworth-Emmons reaction with aldehydes in the presence of potassium hydroxide in acetonitrile at ambient temperature to give (E)-2-nitro-1-alkenyl-(pentafluorosulfanyl)benzenes in good yields and high stereoselectivities. Follow-up transformations of the primary products provided (E)-1-alkenyl-(pentafluorosulfanyl)benzenes and 2-(2-arylethyl)-(pentafluorosulfanyl)anilines. (en)
Title
  • Highly selective synthesis of (E)-alkenyl-(pentafluorosulfanyl)benzenes through Horner-Wadsworth-Emmons reaction
  • Highly selective synthesis of (E)-alkenyl-(pentafluorosulfanyl)benzenes through Horner-Wadsworth-Emmons reaction (en)
skos:prefLabel
  • Highly selective synthesis of (E)-alkenyl-(pentafluorosulfanyl)benzenes through Horner-Wadsworth-Emmons reaction
  • Highly selective synthesis of (E)-alkenyl-(pentafluorosulfanyl)benzenes through Horner-Wadsworth-Emmons reaction (en)
skos:notation
  • RIV/61388963:_____/12:00379964!RIV13-AV0-61388963
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, P(GAP207/12/0072)
http://linked.open...iv/cisloPeriodika
  • 25 Jul
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  • 139016
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  • RIV/61388963:_____/12:00379964
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  • Horner-Wadsworth-Emmons reaction; pentafluorosulfanyl group; phosphonates; sulfurpentafluoride (en)
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  • DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV
  • [383B3682CCA0]
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  • Beilstein Journal of Organic Chemistry
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  • 8
http://linked.open...iv/tvurceVysledku
  • Beier, Petr
  • Iakobson, George
http://linked.open...ain/vavai/riv/wos
  • 000306830900001
issn
  • 1860-5397
number of pages
http://bibframe.org/vocab/doi
  • 10.3762/bjoc.8.131
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