Počet záznamů: 1

Preparation of SF5 Aromatics by Vicarious Nucleophilic Substitution Reactions of Nitro(pentafluorosulfanyl)benzenes with Carbanions

  1. 1.
    0360936 - UOCHB-X 2012 RIV US eng J - Článek v odborném periodiku
    Beier, Petr - Pastýříková, Tereza - Iakobson, George
    Preparation of SF5 Aromatics by Vicarious Nucleophilic Substitution Reactions of Nitro(pentafluorosulfanyl)benzenes with Carbanions.
    Journal of Organic Chemistry. Roč. 76, č. 11 (2011), s. 4781-4786 ISSN 0022-3263
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: sulfur pentafluorides * vicarious nucleophilic aromatic substitution * nitrobenzenes
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 4.450, rok: 2011

    Vicarious nucleophilic substitutions (VNS) of hydrogen in 1-nitro-4-(pentafluorosulfanyl)benzene with carbanions provide 2-substituted 1-nitro-4-(pentafluorosulfanyl)benzenes in good to high yields. VNS of 1-nitro-3-(pentafluorosulfanyl)benzene gives a mixture of 6- and 4-substituted 1-nitro-3-(pentafluorosulfanyl)benzenes in 85:15 to >98:2 ratio and good to high yields. In basic media, the VNS reactions lead to the formation of carbanions that can be alkylated by alkyl halides affording the corresponding alkylated products in moderate yields. Transformation of primary products to substituted (pentafluorosulfanyl)anilines and 3- or 4-substituted (pentafluorosulfanyl)benzenes is also described.
    Trvalý link: http://hdl.handle.net/11104/0198373