M[TPP]Cl (M = Fe or Mn)-Catalyzed Oxidative Amination of Phenols by Primary and Secondary Anilines

Vlada Vershinin, Doron Pappo

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

Iron- A nd manganese-catalyzed para-selective oxidative amination of (4-R)phenols by primary and secondary anilines was developed. Depending on the identity of the R group, the products of this efficient reaction are either benzoquinone anils (C-N coupling) that are produced via a sequential oxidative amination/dehydrogenation (R = H), oxidative amination/elimination (R = OMe) steps, or N,O-biaryl compounds (C-C coupling) that are formed when R = alkyl through an oxidative amination/[3,3]-sigmatropic rearrangement (quinamine rearrangement) process.

Original languageEnglish
Pages (from-to)1941-1946
Number of pages6
JournalOrganic Letters
Volume22
Issue number5
DOIs
StatePublished - 6 Mar 2020

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