A tandem [3+2] cycloaddition-elimination cascade reaction to generate pyrrolo-[3,4-c]pyrrole-1,3-diones

Guillermo Martinez-Ariza, Justin Dietrich, Fabio De Moliner, Christopher Hulme

Research output: Contribution to journalArticle

8 Scopus citations

Abstract

An efficient tandem [3+2] cycloaddition-elimination cascade sequence has been developed enabling assembly of the pharmacologically relevant pyrrolo-[3,4-c]pyrrole-1,3-dione chemotype. The strategy involves simple mixing of readily accessible oxazolin-2-ones and pyrrole-2,5-diones in the presence of base under mild conditions, rendering the title compounds in typically excellent yields. Of note, this route allows for installation of three points of diversity and is ideal for combinatorial applications and parallel synthesis production campaigns.

Original languageEnglish (US)
Article numberST-2013-D0356-L
Pages (from-to)1801-1804
Number of pages4
JournalSynlett
Volume24
Issue number14
DOIs
StatePublished - Aug 5 2013

Keywords

  • bicyclic compounds
  • cycloaddition
  • elimination
  • tandem reaction
  • ylides

ASJC Scopus subject areas

  • Organic Chemistry

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