4,7-dimethyl-1,3-dihydroisobenzofuran-5-amine | 1301254-63-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 4,7-dimethyl-1,3-dihydroisobenzofuran-5-amine
• 英文别名: 4,7-Dimethyl-1,3-dihydro-2-benzofuran-5-amine
• CAS: 1301254-63-6
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: YIZNGEMRPMSAEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(but-2-yn-1-yloxy)but-2-yne 、 噁唑-2-酮 在 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以71%的产率得到4,7-dimethyl-1,3-dihydroisobenzofuran-5-amine
  参考文献：
  名称：

  Rhodium-Catalyzed Decarboxylative Cycloaddition Route to Substituted Anilines

  摘要：

  A convenient method for preparing substituted anilines via a Rh-catalyzed [2 + 2 + 2] cycloaddition reaction of diynes and 2-oxazolone was discovered. The initial cycloaddition adducts undergo facile decarboxylation of carbon dioxide to afford aniline products. Reaction conditions are mild, and only 3 mol % Rh catalyst is required. High regioselectivity was observed when an unsymmetrical diyne was used as a starting material.

  DOI：

  10.1021/jo200236h

文献信息

• Rhodium-Catalyzed Decarboxylative Cycloaddition Route to Substituted Anilines
  作者：Kainan Zhang、Janis Louie

  DOI：10.1021/jo200236h

  日期：2011.6.3

  A convenient method for preparing substituted anilines via a Rh-catalyzed [2 + 2 + 2] cycloaddition reaction of diynes and 2-oxazolone was discovered. The initial cycloaddition adducts undergo facile decarboxylation of carbon dioxide to afford aniline products. Reaction conditions are mild, and only 3 mol % Rh catalyst is required. High regioselectivity was observed when an unsymmetrical diyne was used as a starting material.