Hydroxylation of nitro-(pentafluorosulfanyl)benzenes via vicarious nucleophilic substitution of hydrogen

Para- and meta-nitro-(pentafluorosulfanyl)benzenes react with anions of cumyl hydroperoxide in the presence of t-BuOK in liquid ammonia to form nitro-(pentafluorosulfanyl)phenols. Their reduction with hydrogen in the presence of Raney-Nickel provides amino-(pentafluorosulfanyl)phenols.

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Bibliographische Detailangaben
Veröffentlicht in:	Tetrahedron letters 2011-08, Vol.52 (34), p.4392-4394
Hauptverfasser:	Beier, Petr, Pastýříková, Tereza
Format:	Artikel
Sprache:	eng
Schlagworte:	Anions Chemistry Exact sciences and technology Hydroxylation Liquid ammonia Noncondensed benzenic compounds Organic chemistry Pentafluorosulfanyl group Preparations and properties Reduction Tetrahedrons Vicarious nucleophilic substitution
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Beschreibung
Zusammenfassung:	Para- and meta-nitro-(pentafluorosulfanyl)benzenes react with anions of cumyl hydroperoxide in the presence of t-BuOK in liquid ammonia to form nitro-(pentafluorosulfanyl)phenols. Their reduction with hydrogen in the presence of Raney-Nickel provides amino-(pentafluorosulfanyl)phenols.
ISSN:	0040-4039 1873-3581
DOI:	10.1016/j.tetlet.2011.06.011