5-(1,3-Dioxolan-2-yl)-6-prop-2-enyl-1,3-benzodioxole | 462085-12-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-(1,3-Dioxolan-2-yl)-6-prop-2-enyl-1,3-benzodioxole
• CAS: 462085-12-7
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: DCEYWEVHYUBSTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(1,3-Dioxolan-2-yl)-6-prop-2-enyl-1,3-benzodioxole 在 盐酸 、 sodium tetrahydroborate 作用下， 以 乙醚 、 甲醇 为溶剂， 以78%的产率得到6-(hydroxymethyl)safrole
  参考文献：
  名称：

  A novel synthetic approach to isoindolobenzazepine alkaloid, chilenine, employing SmI2-mediated pinacolic coupling reaction

  摘要：

  Samarium(II) diiodide-mediated intramolecular reductive coupling reaction of phthalimides with N-formylated alkyl side chains is shown to afford dihydroxylated tricyclic lactams with 5-7-membered rings. This process was further applied for the preparation of an isoindolobenzazepine alkaloid, chilenine, by featuring the elaboration of the functionalized phthalimide derivative. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00881-x
• 作为产物：
  描述：

  6-溴-3,4-亚甲基二氧苯甲醛 在 正丁基锂 、 对甲苯磺酸 作用下， 以 乙醚 、 甲苯 为溶剂， 生成 5-(1,3-Dioxolan-2-yl)-6-prop-2-enyl-1,3-benzodioxole
  参考文献：
  名称：

  A novel synthetic approach to isoindolobenzazepine alkaloid, chilenine, employing SmI2-mediated pinacolic coupling reaction

  摘要：

  Samarium(II) diiodide-mediated intramolecular reductive coupling reaction of phthalimides with N-formylated alkyl side chains is shown to afford dihydroxylated tricyclic lactams with 5-7-membered rings. This process was further applied for the preparation of an isoindolobenzazepine alkaloid, chilenine, by featuring the elaboration of the functionalized phthalimide derivative. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00881-x

文献信息

• A novel synthetic approach to isoindolobenzazepine alkaloid, chilenine, employing SmI2-mediated pinacolic coupling reaction
  作者：Hidemi Yoda、Akira Nakahama、Tomomi Koketsu、Kunihiko Takabe

  DOI：10.1016/s0040-4039(02)00881-x

  日期：2002.5

  Samarium(II) diiodide-mediated intramolecular reductive coupling reaction of phthalimides with N-formylated alkyl side chains is shown to afford dihydroxylated tricyclic lactams with 5-7-membered rings. This process was further applied for the preparation of an isoindolobenzazepine alkaloid, chilenine, by featuring the elaboration of the functionalized phthalimide derivative. (C) 2002 Elsevier Science Ltd. All rights reserved.