Syntheses of 2-azafluorenones from 3-substituted 4-arylpyridines

Min Jen Shiao, Kang Hsiuan Liu, Pen Yuan Lin

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15 Citations (Scopus)

Abstract

3-Substituted 4-arylpyridines (5a-i) were synthesized in good yields by reaction of mixed copper, zinc aryl organometallics (2a-e) with 1-ethoxycarbonyl-pyridinium chlorides (1a-d) followed by o-chloranil oxidation under reflux in toluene. The 4-arylpyridines (5a-i) are obtained predominantly. Having compounds (5a-i) in hand, a convenient method was developed for the synthesis of 2-azafluorenones (7a-f) by using cyclization of 4-arylpyridines (5a-i) with polyphosphoric acid.

Original languageEnglish
Pages (from-to)507-518
Number of pages12
JournalHeterocycles
Volume36
Issue number3
Publication statusPublished - Mar 1 1993
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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    Shiao, M. J., Liu, K. H., & Lin, P. Y. (1993). Syntheses of 2-azafluorenones from 3-substituted 4-arylpyridines. Heterocycles, 36(3), 507-518.