2-(diphenylphosphino)-N,N-diisopropyl-1H-indole-1-carboxamide | 1067175-34-1

• 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: 2-(diphenylphosphino)-N,N-diisopropyl-1H-indole-1-carboxamide
• 英文别名: 2-diphenylphosphanyl-N,N-di(propan-2-yl)indole-1-carboxamide
• CAS: 1067175-34-1
• 化学式: C₂₇H₂₉N₂OP
• 分子量: 428.514
• InChiKey: YQMWGTVTQKYNRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯基氯化膦 、 indole-1-carboxylic acid diisopropylamide 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以63%的产率得到2-(diphenylphosphino)-N,N-diisopropyl-1H-indole-1-carboxamide
  参考文献：
  名称：

  A New Family of Tunable Indolylphosphine Ligands by One-Pot Assembly and Their Applications in Suzuki−Miyaura Coupling of Aryl Chlorides

  摘要：

  This study describes a new class of indolylphosphine ligands, which can be easily accessed by a simple one-pot assembly from commercially available indoles, acid chlorides, and chlorophosphines. A combination of these three starting materials provides a high diversification of the ligand structure. The application of this ligand array in palladium-catalyzed Suzuki-Miyaura coupling reaction of aryl chlorides with arylboronic acids is described. A catalyst loading down to 0.01 mol % of Pd can be achieved.

  DOI：

  10.1021/jo801544w

文献信息

• A New Family of Tunable Indolylphosphine Ligands by One-Pot Assembly and Their Applications in Suzuki−Miyaura Coupling of Aryl Chlorides
  作者：Chau Ming So、Chung Chiu Yeung、Chak Po Lau、Fuk Yee Kwong

  DOI：10.1021/jo801544w

  日期：2008.10.3

  This study describes a new class of indolylphosphine ligands, which can be easily accessed by a simple one-pot assembly from commercially available indoles, acid chlorides, and chlorophosphines. A combination of these three starting materials provides a high diversification of the ligand structure. The application of this ligand array in palladium-catalyzed Suzuki-Miyaura coupling reaction of aryl chlorides with arylboronic acids is described. A catalyst loading down to 0.01 mol % of Pd can be achieved.