Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines

Itaru Nakamura, Mao Owada, Takeru Jo, Masahiro Terada

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

A cationic cobalt catalyst efficiently promoted the reaction of N-alkoxycarbonyloxyanilines at 30 °C, affording the corresponding ortho-aminophenols in good to high yields. As reported previously, our mechanistic studies including oxygen-18 labelling experiments indicate that the rearrangement of the alkoxycarbonyloxy group proceeds in [1,3]-manner. In this article, we discuss the overall picture of the cobalt-catalysed [1,3]-rearrangement reaction including details of the reaction conditions and substrate scope.

Original languageEnglish
Pages (from-to)1972-1979
Number of pages8
JournalBeilstein Journal of Organic Chemistry
Volume14
DOIs
Publication statusPublished - 2018 Jul 31

Keywords

  • Anilines
  • Cobalt catalyst
  • Concerted reaction
  • N–O bond
  • Rearrangement

ASJC Scopus subject areas

  • Organic Chemistry

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