Transition-metal-free amine oxidation: a chemoselective strategy for the late-stage formation of lactams

Robert J. Griffiths, Glenn A. Burley, Eric P.A. Talbot

Research output: Contribution to journalArticle

20 Citations (Scopus)
48 Downloads (Pure)

Abstract

A metal-free strategy for the formation of lactams via selective oxidation of cyclic secondary and tertiary amines is described. Molecular iodine facilitates both chemoselective and regioselective oxidation of C–H bonds directly adjacent to a cyclic amine. The mild conditions, functional group tolerance, and substrate scope are demonstrated using a suite of diverse small molecule cyclic amines, including clinically approved drug scaffolds.
Original languageEnglish
Pages (from-to)870-873
JournalOrganic Letters
Volume19
Issue number4
DOIs
Publication statusPublished - 8 Feb 2017

Keywords

  • metal-free
  • amine oxidation
  • lactams
  • iodine
  • drug scaffolds

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