dimethyl 8-vinyl-7,8-dihydronaphtho[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate | 1013916-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: dimethyl 8-vinyl-7,8-dihydronaphtho[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate
• 英文别名: dimethyl 8-ethenyl-7,8-dihydro-5H-benzo[f][1,3]benzodioxole-6,6-dicarboxylate
• CAS: 1013916-87-4
• 化学式: C₁₇H₁₈O₆
• 分子量: 318.326
• InChiKey: WREMUPAJWSJYOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  dimethyl 2-(1,2-butadienyl)-2-(piperonyl)-malonate 在 triphenylphosphite gold(I) chloride silver hexafluoroantimonate 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以93%的产率得到dimethyl 8-vinyl-7,8-dihydronaphtho[2,3-d][1,3]dioxole-6,6(5H)-dicarboxylate
  参考文献：
  名称：

  Gold(I)-Catalyzed Intramolecular Hydroarylation of Allenes

  摘要：

  Gold(I) complexes react with 4-allenyl arenes in an exo fashion to furnish vinyl-substituted benzocycles. Phosphite gold(I) monocations were found to be optimal, and the catalyst was tolerant of ethers, esters, and pyrroles. Reactions proceeded in unpurified solvent at room temperature.

  DOI：

  10.1021/jo7024948

文献信息

• Gold(I)-Catalyzed Intramolecular Hydroarylation of Allenes
  作者：Michael A. Tarselli、Michel R. Gagné

  DOI：10.1021/jo7024948

  日期：2008.3.1

  Gold(I) complexes react with 4-allenyl arenes in an exo fashion to furnish vinyl-substituted benzocycles. Phosphite gold(I) monocations were found to be optimal, and the catalyst was tolerant of ethers, esters, and pyrroles. Reactions proceeded in unpurified solvent at room temperature.