The Synthesis of Stable, Complex Organocesium Tetramic Acids through the Ugi Reaction and Cesium-Carbonate-Promoted Cascades

Guillermo Martinez-Ariza, Muhammad Ayaz, Sue A Roberts, Walter A. Rabanal-Leõn, Ramiro Arratia-Pérez, Christopher Hulme

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

Two structurally unique organocesium carbanionic tetramic acids have been synthesized through expeditious and novel cascade reactions of strategically functionalized Ugi skeletons delivering products with two points of potential diversification. This is the first report of the use of multicomponent reactions and subsequent cascades to access complex, unprecedented organocesium architectures. Moreover, this article also highlights the first use of mild cesium carbonate as a cesium source for the construction of cesium organometallic scaffolds. Relativistic DFT calculations provide an insight into the electronic structure of the reported compounds. Cascades, cesium, and complexity: Two structurally unique organocesium carbanionic tetramic acids have been synthesized through expeditious and novel cascade reactions of strategically functionalized Ugi skeletons delivering products with two points of potential diversification. This is the first report of the use of multicomponent reactions and subsequent cascades to access unprecedented complex organocesium architectures.

Original languageEnglish (US)
Pages (from-to)11672-11676
Number of pages5
JournalAngewandte Chemie - International Edition
Volume54
Issue number40
DOIs
StatePublished - Sep 1 2015

Keywords

  • cascade reactions
  • Dieckmann condensation
  • multicomponent reactions
  • tetramic acids
  • Ugi reaction

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

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