About: Synthesis of SF5-containing benzisoxazoles, quinolines, and quinazolines by the Davis reaction of nitro-(pentafluorosulfanyl)benzenes     Goto   Sponge   NotDistinct   Permalink

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Description
  • Meta- or para-nitro-(pentafluorosulfonyl)benzenes underwent the Davis reaction with arylacetonitriles to provide the SF5-containing benzisoxazoles. Good yields were obtained with arylacetonitriles containing the electron-neutral or electron-donor group, while those with the electron-acceptor group were found to be unreactive. Reductions of the benzisoxazoles gave ortho-aminobenzophenones in high yields. Their synthetic utility was demonstrated by condensation reactions with carbonyl compounds or amines to provide SF5-containing quinolines and quinazolines, respectively.
  • Meta- or para-nitro-(pentafluorosulfonyl)benzenes underwent the Davis reaction with arylacetonitriles to provide the SF5-containing benzisoxazoles. Good yields were obtained with arylacetonitriles containing the electron-neutral or electron-donor group, while those with the electron-acceptor group were found to be unreactive. Reductions of the benzisoxazoles gave ortho-aminobenzophenones in high yields. Their synthetic utility was demonstrated by condensation reactions with carbonyl compounds or amines to provide SF5-containing quinolines and quinazolines, respectively. (en)
Title
  • Synthesis of SF5-containing benzisoxazoles, quinolines, and quinazolines by the Davis reaction of nitro-(pentafluorosulfanyl)benzenes
  • Synthesis of SF5-containing benzisoxazoles, quinolines, and quinazolines by the Davis reaction of nitro-(pentafluorosulfanyl)benzenes (en)
skos:prefLabel
  • Synthesis of SF5-containing benzisoxazoles, quinolines, and quinazolines by the Davis reaction of nitro-(pentafluorosulfanyl)benzenes
  • Synthesis of SF5-containing benzisoxazoles, quinolines, and quinazolines by the Davis reaction of nitro-(pentafluorosulfanyl)benzenes (en)
skos:notation
  • RIV/61388963:_____/13:00391782!RIV14-GA0-61388963
http://linked.open...avai/riv/aktivita
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  • I, P(GAP207/12/0072)
http://linked.open...iv/cisloPeriodika
  • Feb 21
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  • 109554
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  • RIV/61388963:_____/13:00391782
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  • benzisoxazoles; pentafluorosulfanyl group; quinazolines; quinolines; sulfurpentafluorides (en)
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  • DE - Spolková republika Německo
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  • [F289FAB9F473]
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  • Beilstein Journal of Organic Chemistry
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  • 9
http://linked.open...iv/tvurceVysledku
  • Beier, Petr
  • Pastýříková, Tereza
http://linked.open...ain/vavai/riv/wos
  • 000315411800001
issn
  • 1860-5397
number of pages
http://bibframe.org/vocab/doi
  • 10.3762/bjoc.9.43
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