Reaction of Six-Membered Azaaromatics with Allyltributyltin

Takashi Itoh, Hiroshi Hasegawa, Kazuhiro Nagata, Yuji Matsuya, Mamiko Okada, Akio Ohsawa

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

Pyridazines were reacted with allyltributyltin in the presence of chloroformate to give l-alkoxycarbonyl-6-allyl and l-alkoxycarbonyl-4-allyldihydropyridazines as major and minor products, respectively. The reaction system was applied to other diazines and pyrimidine and pyrazine were shown to afford diallyltetrahydroadducts. Benzodiazines also gave allylation products in good yields. The reaction seems to be applicable to most six-membered azaaromatics.

Original languageEnglish
Pages (from-to)1768-1773
Number of pages6
JournalChemical and Pharmaceutical Bulletin
Volume42
Issue number9
DOIs
StatePublished - 1994

Keywords

  • 1,2,3-triazine
  • alkyl chloroformate
  • allyltributyltin
  • benzodiazine
  • pyrazine
  • pyridazine
  • pyrimidine

ASJC Scopus subject areas

  • General Chemistry
  • Drug Discovery

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