Imines in Stille-Type Cross-Coupling Reactions: A Multicomponent Synthesis of α-Substituted Amides

Jason L. Davis, Rajiv Dhawan, Bruce A. Arndtsen

Research output: Contribution to journalArticlepeer-review

43 Scopus citations

Abstract

An alternative to nucleophilic chemistry for the construction of α-substituted amides and amine derivatives from imines is provided by the Stille-type coupling of imines with organotin reagents and acid chlorides (see scheme). This Pd-catalyzed reaction is suitable for components with a range of functional groups and has been extended into a four-component-coupling reaction with carbon monoxide. dba = dibenzylideneacetone, RT = room temperature.

Original languageEnglish (US)
Pages (from-to)590-594
Number of pages5
JournalAngewandte Chemie - International Edition
Volume43
Issue number5
DOIs
StatePublished - Jan 23 2004
Externally publishedYes

Keywords

  • Amides
  • Imines
  • Multicomponent reactions
  • Palladium
  • Stille reaction

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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