Iodoalkene-based approach towards carboxamides of biological importance

aminocarbonylation of 2-iodobornene and 3-iodo-2- quinuclidene

László Horváth, Andrea Petz, L. Kollár

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The palladium-catalysed aminocarbonylation of 2-iodobornene and 3-iodo-2-quinuclidene, possessing iodo alkene functionality, resulted in the high-yielding synthesis of the corresponding carboxamide derivatives. The substrates were synthesised from camphor and 3-quinuclidone, respectively, via their hydrazones. The chemoselective homogeneous carbonylation reaction of synthetic value was carried out under mild reaction conditions. While the carbonylation of the 2- iodobornene was found to be a facile reaction with yields of synthetic interest, its isomer, 1-iodocamphene, formed in Wagner-Meervein rearrangement, remained intact under the same reaction conditions.

Original languageEnglish
Pages (from-to)54-60
Number of pages7
JournalLetters in Organic Chemistry
Volume7
Issue number1
DOIs
Publication statusPublished - Jan 2010

Fingerprint

Camphor
Carbonylation
Hydrazones
Palladium
Alkenes
Isomers
Derivatives
Substrates

Keywords

  • Camphor
  • Carbon monoxide
  • Iodoalkenes aminocarbonylation
  • Palladium
  • Quinuclidene

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry

Cite this

Iodoalkene-based approach towards carboxamides of biological importance : aminocarbonylation of 2-iodobornene and 3-iodo-2- quinuclidene. / Horváth, László; Petz, Andrea; Kollár, L.

In: Letters in Organic Chemistry, Vol. 7, No. 1, 01.2010, p. 54-60.

Research output: Contribution to journalArticle

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