Condensed heteroaromatic ring systems. XIV. Cyclization of ortho-substituted α-ethoxycinnamates to some heteroaromatics

Takao Sakamoto, Yoshinori Kondo, Hiroshi Yamanaka

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

The reaction of 2-iodoaniline with ethyl 2-ethoxyacrylate in the presence of palladium-charcoal gave 3-ethoxy-2(1H)-quinolinone, and the reaction of 2-iodoacet-anilide with the same reagent yielded ethyl 2-acetylamino-α-ethoxycinnamate which was cyclized to ethyl indole-2-carb-oxylate under acidic conditions. On the other hand, the palladium-catalyzed reaction of 2-iodobenzonitrile and ethyl 2-iodobenzoate afforded the corresponding cinnamates which were transformed into isoquinoline and isocoumarin derivatives.

Original languageEnglish
Pages (from-to)453-456
Number of pages4
JournalHeterocycles
Volume27
Issue number2
Publication statusPublished - 1988 Feb 1

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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