ethyl 3-acetoxy-4-ethyl-2-(ethylthio)cycl[3.2.2]azine-1-carboxylate | 1289580-36-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: ethyl 3-acetoxy-4-ethyl-2-(ethylthio)cycl[3.2.2]azine-1-carboxylate
• CAS: 1289580-36-4
• 化学式: C₁₉H₂₁NO₄S
• 分子量: 359.446
• InChiKey: CCJNNZRFZMGZCC-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  ethyl 5-ethyl-3-ethylthio-4-oxo-1H-8,8a-dihydro-1,4-thiazino[3,4,5-cd]indolizine-1-carboxylate 、 乙酸酐 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 2,4,6-三甲基吡啶 为溶剂， 反应 0.25h， 以38%的产率得到ethyl 3-acetoxy-4-ethyl-2-(ethylthio)cycl[3.2.2]azine-1-carboxylate
  参考文献：
  名称：

  A New Synthetic Approach to Some Functionalized Cycl[3.2.2]azine Derivatives

  摘要：

  Dehydrogenation of some ethyl 4-oxo-1H-8,8a-dihydro-1,4-thiazino[3,4,5-cd]indolizine-1-carboxylates with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) were examined. No simply dehydrogenated products such as 4-oxo-1H- and 4-oxo-8H-1,4-thiazino[3,4,5-cd]indolizines or their full conjugated enol forms could be obtained, but ethyl cycl[3.2.2]azine-1-carboxylates were directly obtained via the cyclization and the subsequent desulfurization of the 4H-1,4-thiazine ring in the dehydrogenated intermediates.

  DOI：

  10.3987/com-10-s(e)72