Convenient synthesis of a simple coumarin from salicylaldehyde and wittig reagent (III)1 1 T. Harayama, K. Nakatsuka, H. Nishioka, K. Murakami, N. Hayashida, and H. Ishii, Chem. Pharm. Bull., accepted. Synthesis of nitrocoumarins

Takashi Harayama, Kazumitsu Nakatsuka, Hiromi Nishioka, Kyoko Murakami, Yukiko Ohmori, Yasuo Takeuchi, Hisashi Ishii, Kazuhiro Kenmotsu

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Reaction of nitrosalicylaldehydes (1) with carbethoxymethylenetri-phenylphosphorane in Et2NPh, in Ph2O, and in the absence of solvent (neat) at 210-215 °C was investigated. Reaction of 3-nitrosalicylaldehyde (1d) in Et2NPh afforded the benzoxazole (6) and the aminocoumarin (3e) along with the expected coumarin (3d). It was clarified that the origin of carbon-unit introduced for the formation of the benzoxazole ring came from the alkyl group of solvent.

Original languageEnglish
Pages (from-to)2729-2738
Number of pages10
JournalHeterocycles
Volume38
Issue number12
DOIs
Publication statusPublished - Dec 1 1994

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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