Palladium(0)-catalyzed alkynyl and allenyl iminium ion cyclizations leading to 1,4-disubstituted 1,2,3,6-tetrahydropyridines

Hirokazu Tsukamoto, Yoshinori Kondo

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

(Chemical Equation Presented) The biologically important title heterocyclic compounds can be synthesized by two methods based on the cyclization of alkynyl and allenyl iminium ions generated in situ in the presence of organometallic reagents (see scheme). Symmetrical and unsymmetrical tetrahydropyridines with diverse substituents R4 were prepared in a single step under mild conditions. R1 = n-, sec-, tert-alkyl; R4 = aryl, 1-alkenyl, alkyl, 1-alkynyl, B(pinacolato).

Original languageEnglish
Pages (from-to)4851-4854
Number of pages4
JournalAngewandte Chemie - International Edition
Volume47
Issue number26
DOIs
Publication statusPublished - 2008 Jun 16

Keywords

  • Heterocycles
  • Iminium ions
  • Multicomponent reactions
  • Organoboron reagents
  • Palladium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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