Applications of N-BOC-diamines for the solution phase synthesis of ketopiperazine libraries utilizing a Ugi/De-BOC/Cyclization (UDC) strategy

Christopher Hulme, John Peng, Bonnie Louridas, Paul Menard, Paul Krolikowski, N. Vasant Kumar

Research output: Contribution to journalArticle

62 Scopus citations

Abstract

This communication reveals a novel application of the 'so-called' convertible isonitrile for the solution phase generation of ketopiperazine libraries. Use of mono N-BOC diamines in the Ugi multi-component reaction (MCR), followed by BOC removal and base treatment (a '3 step, 1-pot procedure') affords ketopiperazines in good yield. The generality of this procedure was further explored revealing novel routes to dihydroquinoxalinones and 1,4-benzodiazepines respectively.

Original languageEnglish (US)
Pages (from-to)8047-8050
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number44
DOIs
StatePublished - Oct 29 1998
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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