Efficient synthesis of N- alkylated α,β-unsaturated ketonitrones via cu-catalyzed rearrangement

Itaru Nakamura, Toshiki Onuma, Ryo Kanazawa, Yuki Nishigai, Masahiro Terada

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

N-Alkylated unsaturated ketonitrones were efficiently synthesized from propargyloxyamines using Cu catalysts. Mechanistic studies suggest that the rearrangement reaction proceeds via Cu-catalyzed intramolecular hydroamination, followed by thermally induced electrocyclic ring opening.

Original languageEnglish
Pages (from-to)4198-4200
Number of pages3
JournalOrganic letters
Volume16
Issue number16
DOIs
Publication statusPublished - 2014 Aug 15

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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