Concise Synthesis of Tetrazole-Ketopiperazines by Two Consecutive Ugi Reactions

Tryfon Zarganes-Tzitzikas, Pravin Patil, Kareem Khoury, Eberhardt Herdtweck, Alex Dömling*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

26 Citations (Scopus)

Abstract

A concise route for the synthesis of the novel compound class tetrazole-diketopiperazines was developed. The approach involves the use of two multicomponent reactions: the Ugi tetrazole four-component reaction (4CR) and the classical intramolecular Ugi 4CR. The tetrazole-diketopiperazines comprise analogs of and are bioisosteric to bioactive diketopiperazines, which thus draws attention for novel bioactive compound design. This scaffold was produced to fill the screening deck of the European lead factory.

Original languageEnglish
Pages (from-to)51-55
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2015
Issue number1
DOIs
Publication statusPublished - Jan-2015

Keywords

  • Multicomponent reactions
  • Nitrogen heterocycles
  • Ketopiperazines
  • Screening library
  • Isocyanides
  • COMBINATORIAL LIBRARIES
  • SOLID-PHASE
  • DIKETOPIPERAZINES
  • DERIVATIVES
  • ISONITRILEN
  • CHEMISTRY
  • SURROGATE
  • RING
  • ZINC

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