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J Comb Chem. 2004 Sep-Oct;6(5):783-8. doi: 10.1021/cc049929w.

Iron carbonyl-mediated parallel solution-phase synthesis of cyclohexadienoic acid amides.

Journal of combinatorial chemistry

Henrik Gradén, Jesper Hallberg, Nina Kann, Thomas Olsson

Affiliations

  1. Department of Chemistry and Bioscience, Chalmers University of Technology, SE-41296 Göteborg, Sweden.

PMID: 15360214 DOI: 10.1021/cc049929w

Abstract

Iron carbonyl-stabilized cations have been employed to develop methodology for carbon-carbon and carbon-heteroatom formation suitable for the preparation of combinatorial libraries. Different nucleophiles were added to tricarbonyl(cyclohexa-1,3-dienylcarboxylic acid 4-nitro-phenyl ester)iron hexafluorophosphate. Aminolysis, followed by decomplexation, yielded substituted cyclohexadienyl amides of high purity. Carbon, oxygen, and sulfur nucleophiles gave good results, while amine nucleophiles gave products of somewhat lower purity.

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