methyl 4-chloro-2-phenyl-2H-benzo[e][1,3]thiazine-2-carboxylate | 1044822-25-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: methyl 4-chloro-2-phenyl-2H-benzo[e][1,3]thiazine-2-carboxylate
• 英文别名: Methyl 4-chloro-2-phenyl-1,3-benzothiazine-2-carboxylate；methyl 4-chloro-2-phenyl-1,3-benzothiazine-2-carboxylate
• CAS: 1044822-25-4
• 化学式: C₁₆H₁₂ClNO₂S
• 分子量: 317.796
• InChiKey: SBHGVGSIHYFWTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氯-1,2-苯并异噻唑 、 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88%的产率得到methyl 4-chloro-2-phenyl-2H-benzo[e][1,3]thiazine-2-carboxylate
  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.