Novel synthesis of pyridazino[4,5-b][1,4]oxazin-3,8-diones

Su Dong Cho, Sang Yong Song, Yong Dae Park, Jeum Jong Kim, Woo Hong Joo, Motoo Shiro, J R Falck, Dong Soo Shin, Yong Jin Yoon

Research output: Contribution to journalArticlepeer-review

24 Scopus citations


A novel and effective synthesis of pyridazino[4,5-b][1,4]oxazin-3,8-diones via Smiles rearrangement is presented. Treatment of N-substituted 2-chloro(or hydroxy)acetamide, 2-tetrahydropyranyl-4-chloro-5-hydroxy(or chloro)pyridazin-3-one and cesium carbonate in refluxing acetonitrile was afforded the corresponding pyridazino[4,5-b][1,4]oxazin-3,8-diones in excellent yield.

Original languageEnglish (US)
Pages (from-to)8995-8998
Number of pages4
JournalTetrahedron Letters
Issue number50
StatePublished - Dec 8 2003


  • Pyrodazino[4,5-b][1,4]oxazine
  • Smiles rearrangement

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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