Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction

Pravin Patil, Katarzyna Kurpiewska, Justyna Kalinowska-Tłuścik, Alexander Dömling

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Abstract

Ammonia in the tetrazole Ugi variation together with α-amino acid methyl ester-derived isocyanides provides tetrazolopiperidinones in good to high yields in one pot. The scope and limitations of this reaction were investigated by performing >70 reactions. The scaffold is useful to fill high-throughput screening decks and in structure-based drug design.
Original languageEnglish
Pages (from-to)343-350
Number of pages8
JournalAcs combinatorial science
Volume19
Issue number5
DOIs
Publication statusPublished - 8-May-2017

Keywords

  • ammonia Ugi reaction
  • European Lead Factory
  • isocyanide
  • multicomponent reaction
  • tetrazolopiperidinone
  • Ugi reaction
  • amino acid
  • ammonia
  • cyanide
  • ester
  • piperidone derivative
  • tetrazole derivative
  • chemical structure
  • chemistry
  • human
  • molecular library
  • synthesis

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