Two-Step Route to Diverse N-Functionalized Peptidomimetic-like Isatins through an Oxidation/Intramolecular Oxidative-Amidation Cascade of Ugi Azide and Ugi Three-Component Reaction Products

Christopher Foley, Arthur Shaw, Christopher Hulme

Research output: Contribution to journalArticle

20 Scopus citations

Abstract

Two-step methodology described herein showcases the first example of an oxidation/oxidative amidation cyclization cascade of MCR products toward diverse N-functionalized isatins. Products of both the Ugi 3CR and the Ugi azide reactions are oxidatively cyclized through a postcondensation process utilizing selenium dioxide. This methodology was found to be applicable for the generation of bis-peptidomimetic-like isatins containing multiple points of diversification.

Original languageEnglish (US)
Pages (from-to)4904-4907
Number of pages4
JournalOrganic Letters
Volume18
Issue number19
DOIs
StatePublished - Oct 7 2016

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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