Competitive intramolecular nucleophilic aromatic substitution: A new route to coumarins

C. Alonso, M. M. Olmstead, M. H. Nantz, M. J. Kurth

Research output: Contribution to journalArticle

5 Scopus citations

Abstract

4-Hydroxy-3-(2′-pyridyl)coumarins (4) (R = 6-Cl, H, 6-NO2, 8-NO2) were prepared in moderate to good yields by the intramolecular nucleophilic aromatic substitution reaction of β-ketoesters (I) in refluxing xylenes; evidence for the reversible formation of benzo[c]quinolizinium III from I (X = 4-Cl), with eventual formation of 4 (R = 6-Cl), is also presented.

Original languageEnglish (US)
Pages (from-to)639-640
Number of pages2
JournalChemical Communications
Issue number7
StatePublished - Apr 7 2001

ASJC Scopus subject areas

  • Chemistry(all)

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    Alonso, C., Olmstead, M. M., Nantz, M. H., & Kurth, M. J. (2001). Competitive intramolecular nucleophilic aromatic substitution: A new route to coumarins. Chemical Communications, (7), 639-640.