Recent progress on catalytic [1,3]-oxygen rearrangement reactions from nitrogen to carbon atoms

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Abstract

[1,3]-Rearrangement reactions of an oxygen atom from a nitrogen atom to a carbon atom is an ideal way to synthesize highly elaborate molecules in which nitrogen and oxygen functionalities are vicinally arranged. Recently, it has been disclosed that this intriguing transformation takes place in the presence of Lewis acidic metal catalysts. In this digest, we summarize recent findings on the catalytic [1,3]-oxygen rearrangement reactions, such as direct [1,3]-rearrangement of N-oxygenated enamines and anilines, as well as π-acidic metal-catalyzed cascade reaction involving the [1,3]-rearrangement process.

Original languageEnglish
Pages (from-to)689-698
Number of pages10
JournalTetrahedron Letters
Volume60
Issue number10
DOIs
Publication statusPublished - 2019 Mar 7

Keywords

  • Aniline
  • Cascade reaction
  • Metal catalysis
  • Rearrangement

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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