dimethyl 1,3-diphenyl-8bH-azirino[1,2-c][1,3]benzoxazine-1,3-dicarboxylate | 1044822-21-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dimethyl 1,3-diphenyl-8bH-azirino[1,2-c][1,3]benzoxazine-1,3-dicarboxylate
• CAS: 1044822-21-0
• 化学式: C₂₅H₂₁NO₅
• 分子量: 415.445
• InChiKey: IVVIGJQFSAKAEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  64.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,2-苯异唑 、 a-叠氮基-苯乙酸甲酯 在 dirhodium tetraacetate 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以94%的产率得到dimethyl 1,3-diphenyl-8bH-azirino[1,2-c][1,3]benzoxazine-1,3-dicarboxylate
  参考文献：
  名称：

  Efficient route to 2H-1,3-oxazines through ring expansion of isoxazoles by rhodium carbenoids

  摘要：

  Studies related to the total synthesis of elisabethin C led to the discovery of a rhodiurn-catalyzed cascade sequence involving isoxazole ring expansion and a [4+3] cycloaddition. The scope of the isoxazole ring expansion was explored, resulting in the synthesis of a range of 2H-1,3-oxazines in 47-96% yield. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.010

文献信息

• Efficient route to 2H-1,3-oxazines through ring expansion of isoxazoles by rhodium carbenoids
  作者：James R. Manning、Huw M.L. Davies

  DOI：10.1016/j.tet.2008.03.010

  日期：2008.7

  Studies related to the total synthesis of elisabethin C led to the discovery of a rhodiurn-catalyzed cascade sequence involving isoxazole ring expansion and a [4+3] cycloaddition. The scope of the isoxazole ring expansion was explored, resulting in the synthesis of a range of 2H-1,3-oxazines in 47-96% yield. (C) 2008 Elsevier Ltd. All rights reserved.