9b-allyl-8-methoxy-1,3,4,9b-tetrahydro-pyrido[4,3-b]indole-2-carboxylic acid ethyl ester | 1029578-28-6

• 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: 9b-allyl-8-methoxy-1,3,4,9b-tetrahydro-pyrido[4,3-b]indole-2-carboxylic acid ethyl ester
• 英文别名: ethyl 8-methoxy-9b-prop-2-enyl-3,4-dihydro-1H-pyrido[4,3-b]indole-2-carboxylate
• CAS: 1029578-28-6
• 化学式: C₁₈H₂₂N₂O₃
• 分子量: 314.384
• InChiKey: KCXFEOBJSQSGQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  烯丙基甲基碳酸酯 、 ethyl 8-methoxy-1,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate 在 tris(dibenzylideneacetone)dipalladium (0) 、 三(2-呋喃基)膦 作用下， 以 二氯甲烷 为溶剂， 反应 20.17h， 以91%的产率得到9b-allyl-8-methoxy-1,3,4,9b-tetrahydro-pyrido[4,3-b]indole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Palladium-Catalyzed β-Allylation of 2,3-Disubstituted Indoles

  摘要：

  Given the prevalence of the indole nucleus in biologically active compounds, the direct C3-functionalization of 2,3-disubstituted indoles represents an important problem. Described is a general, high-yielding method for the palladium-catalyzed beta-allylation of carba- and heterocycle fused indoles, including complex natural product substrates.

  DOI：

  10.1021/ol8006277

文献信息

• Palladium-Catalyzed β-Allylation of 2,3-Disubstituted Indoles
  作者：Natsuko Kagawa、Jeremiah P. Malerich、Viresh H. Rawal

  DOI：10.1021/ol8006277

  日期：2008.6.1

  Given the prevalence of the indole nucleus in biologically active compounds, the direct C3-functionalization of 2,3-disubstituted indoles represents an important problem. Described is a general, high-yielding method for the palladium-catalyzed beta-allylation of carba- and heterocycle fused indoles, including complex natural product substrates.