Synthesis of amino-substituted pyridylglyoxylamides via palladium-catalysed aminocarbonylation

Gyöngyi Szoke, Attila Takács, Z. Berente, Andrea Petz, L. Kollár

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Palladium-catalysed aminocarbonylation of iodopyridine model compounds (4-amino-3-iodopyridine and 3-amino-4-iodopyridine) with various primary and secondary amines including amino acid methyl esters was carried out. The two substrates behave in a completely different manner under aminocarbonylation conditions: 4-amino-3-iodopyridine gave the corresponding 2-ketocarboxamides (nicotinamide analogues) due to double carbon monoxide insertion, while 3-amino-4-iodopyridine reacted as a bifunctional substrate resulting in a dicarboxamide containing two pyridyl moieties.

Original languageEnglish
JournalTetrahedron
DOIs
Publication statusAccepted/In press - Nov 18 2014

Keywords

  • Carbon monoxide
  • Carbonylation
  • Carboxamide
  • Palladium
  • Pyridine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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