(Tosylimino)phenyl-λ 3-iodane as a reagent for the synthesis of methyl carbamates via hofmann rearrangement of aromatic and aliphatic carboxamides

Akira Yoshimura, Matthew W. Luedtke, Viktor V. Zhdankin

Результат исследований: Материалы для журналаСтатья

42 Цитирования (Scopus)

Аннотация

A new, mild procedure for the Hofmann rearrangement of aromatic and aliphatic carboxamides using (tosylimino)phenyl-λ 3-iodane, PhINTs, as a reagent is reported. Because of the mild reaction conditions, this method is particularly useful for the Hofmann rearrangement of substituted benzamides, which usually afford complex reaction mixtures with other hypervalent iodine oxidants. The mild reaction conditions and high selectivity in the reaction of carboxamides with PhINTs allow the isolation of the initially formed labile isocyanates or their subsequent conversion to stable carbamates by treatment with alcohols.

Язык оригиналаАнглийский
Страницы (с-по)2087-2091
Число страниц5
ЖурналJournal of Organic Chemistry
Том77
Номер выпуска4
DOI
СостояниеОпубликовано - 17 фев 2012
Опубликовано для внешнего пользованияДа

ASJC Scopus subject areas

  • Organic Chemistry

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