Dimethyl 9-(4-methylphenyl)sulfonyl-4-oxo-1,3-dihydrocarbazole-2,2-dicarboxylate | 1582321-55-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Dimethyl 9-(4-methylphenyl)sulfonyl-4-oxo-1,3-dihydrocarbazole-2,2-dicarboxylate
• 英文别名: dimethyl 9-(4-methylphenyl)sulfonyl-4-oxo-1,3-dihydrocarbazole-2,2-dicarboxylate
• CAS: 1582321-55-8
• 化学式: C₂₃H₂₁NO₇S
• 分子量: 455.488
• InChiKey: WDODPOHWMFHBAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  dimethyl 2-(3-(2-aminophenyl)prop-2-yn-1-yl)-2-(cyanomethyl)malonate 在 吡啶 、 2,2'-联吡啶 、 palladium diacetate 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 23.0h， 生成 Dimethyl 9-(4-methylphenyl)sulfonyl-4-oxo-1,3-dihydrocarbazole-2,2-dicarboxylate
  参考文献：
  名称：

  Pd(II)-Catalyzed One-Step Construction of Cycloalkane-Fused Indoles and Its Application in Formal Synthesis of (±)-Aspidospermidine

  摘要：

  A highly efficient, redox-free Pd(II)-catalyzed tandem cyclization reaction initiated by intramolecular amino-palladation of alkynes followed by nucleophilic addition to nitrites is developed. This method provides a versatile approach for the synthesis of six- to eight-membered ring-fused indoles in one step and has also shown advantages in the formal synthesis of (+/-)-aspidospermidine.

  DOI：

  10.1021/ol500662f

文献信息

• Pd(II)-Catalyzed One-Step Construction of Cycloalkane-Fused Indoles and Its Application in Formal Synthesis of (±)-Aspidospermidine
  作者：Guoqin Xia、Xiuling Han、Xiyan Lu

  DOI：10.1021/ol500662f

  日期：2014.4.4

  A highly efficient, redox-free Pd(II)-catalyzed tandem cyclization reaction initiated by intramolecular amino-palladation of alkynes followed by nucleophilic addition to nitrites is developed. This method provides a versatile approach for the synthesis of six- to eight-membered ring-fused indoles in one step and has also shown advantages in the formal synthesis of (+/-)-aspidospermidine.