Condensed Heteroaromatic Ring Systems. VIII.1) Synthesis of 3-Substituted Isocoumarins from o-Halobenzoic Acid Derivatives

Takao Sakamoto, Masayuki An-Naka, Yoshinori Kondo, Hiroshi Yamanaka

Research output: Contribution to journalArticle

71 Citations (Scopus)

Abstract

The hydration of o-ethynylbenzoic acid derivatives, such as ethyl o-ethynylbenzoate, o-ethynylbenzonitrile, and o-ethynylbenzamide, in sulfuric acid in the presence of mercuric sulfate, afforded 3-substituted isocoumarins. The palladium-catalyzed reaction of o-halobenzoic acid derivatives with terminal acetylenes to obtain the starting materials for the cyclization is also described.

Original languageEnglish
Pages (from-to)2754-2759
Number of pages6
JournalChemical and Pharmaceutical Bulletin
Volume34
Issue number7
DOIs
Publication statusPublished - 1986 Jan 1

Keywords

  • acetylene
  • ethyl o-ethynylbenzoate
  • isocoumarin
  • mercuric sulfate
  • o-ethynylbenzamide
  • o-ethynylbenzonitrile
  • palladium-catalyzed reaction

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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