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

Min Jen Shiao, Kang Hsiuan Liu, Pen Yuan Lin

Research output: Contribution to journalArticle

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

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Cyclization
Toluene
Organometallics
Zinc
Chlorides
Copper
Hand
Oxidation
polyphosphoric acid
2-chloranil

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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

Syntheses of 2-azafluorenones from 3-substituted 4-arylpyridines. / Shiao, Min Jen; Liu, Kang Hsiuan; Lin, Pen Yuan.

In: Heterocycles, Vol. 36, No. 3, 01.03.1993, p. 507-518.

Research output: Contribution to journalArticle

Shiao, MJ, Liu, KH & Lin, PY 1993, 'Syntheses of 2-azafluorenones from 3-substituted 4-arylpyridines', Heterocycles, vol. 36, no. 3, pp. 507-518.
Shiao MJ, Liu KH, Lin PY. Syntheses of 2-azafluorenones from 3-substituted 4-arylpyridines. Heterocycles. 1993 Mar 1;36(3):507-518.
Shiao, Min Jen ; Liu, Kang Hsiuan ; Lin, Pen Yuan. / Syntheses of 2-azafluorenones from 3-substituted 4-arylpyridines. In: Heterocycles. 1993 ; Vol. 36, No. 3. pp. 507-518.
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