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Novel synthesis of pyridazino[4,5-b][1,4]oxazin-3,8-diones |
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| Authors: | Su-Dong ChoSang-Yong Song Yong-Dae ParkJeum-Jong Kim Woo-Hong JooMotoo Shiro J.R. FalckDong-Soo Shin Yong-Jin Yoon |
| Affiliation: | a Departments of Chemistry & Biology, Changwon National University, Changwon 641-773, South Korea b Department of Biochemistry, University of Texas Southwestern Medical Center, Dallas, TX 75390, USA c Department of Chemistry & Research Institute of Natural Science, Gyeongsang National University, Chinju 660-701, South Korea d Rigaku Corporation, 3-9-12 Matsubara-cho, Akishima-shi, Tokyo 196-8666, Japan |
| Abstract: | 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. |
| Keywords: | pyrodazino[4,5-b][1,4]oxazine Smiles rearrangement |
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