Hofmann rearrangement of carboxamides mediated by hypervalent iodine species generated in situ from iodobenzene and oxone: Reaction scope and limitations

Aleksandra A. Zagulyaeva, Christopher T. Banek, Mekhman S. Yusubov, Viktor Vladimirovich Zhdankin

Результат исследований: Материалы для журналаСтатьярецензирование

60 Цитирования (Scopus)

Аннотация

Alkylcarboxamides can be converted to the respective amines by Hofmann rearrangement using hypervalent iodine species generated in situ from PhI and Oxone in aqueous acetonitrile. On the basis of this reaction, a convenient experimental procedure for the preparation of alkylcarbamates using Oxone as the oxidant in the presence of iodobenzene in methanol has been developed. An efficient method for direct conversion of substituted benzamides to the respective quinone derivatives by treatment with Oxone and iodobenzene in aqueous acetonitrile has also been found.

Язык оригиналаАнглийский
Страницы (с-по)4644-4647
Число страниц4
ЖурналOrganic Letters
Том12
Номер выпуска20
DOI
СостояниеОпубликовано - 15 окт 2010

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

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