Copper-catalyzed oxidative ring closure of ortho-cyanoanilides with hypervalent iodonium salts: Arylation-ring closure approach to iminobenzoxazines

Klára Aradi, Z. Novák

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

A novel, highly modular synthetic methodology with high functional group tolerance was developed for the construction of iminobenzoxazine derivatives from ortho-cyanoanilides and diaryliodonium triflates via an oxidative arylation-cyclization path. The reaction is supposed to involve the formation of highly active aryl-copper(III) species. In this novel transformation, copper(II) triflate was used as catalyst in 1,2-dichloroethane or ethyl acetate and the reaction takes place at 75 °C in 2-16 h.

Original languageEnglish
Pages (from-to)371-376
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume357
Issue number2-3
DOIs
Publication statusPublished - Feb 9 2015

    Fingerprint

Keywords

  • C-n bond formation
  • C-o bond formation
  • Copper
  • Heterocycles
  • Hypervalent compounds

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this