tert-butyl 3-methyl-6-(trifluoromethyl)-1H-indole-1-carboxylate | 1448535-78-1

• 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: tert-butyl 3-methyl-6-(trifluoromethyl)-1H-indole-1-carboxylate
• 英文别名: Tert-butyl 3-methyl-6-(trifluoromethyl)indole-1-carboxylate；tert-butyl 3-methyl-6-(trifluoromethyl)indole-1-carboxylate
• CAS: 1448535-78-1
• 化学式: C₁₅H₁₆F₃NO₂
• 分子量: 299.293
• InChiKey: CLJRTIUWSNCHGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-氨基-4-碘三氟甲苯 在 甲醇 、 4-二甲氨基吡啶 、 三氟化硼乙醚 、 四乙基氯化铵 、 potassium acetate 、 palladium diacetate 、 二异丁基氢化铝 、 potassium carbonate 、 N,N-二异丙基乙胺 、 三苯基膦 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 21.01h， 生成 tert-butyl 3-methyl-6-(trifluoromethyl)-1H-indole-1-carboxylate
  参考文献：
  名称：

  Microwave-assisted synthesis of 3-substituted indoles via intramolecular arene–alkene coupling of o-iodoanilino enamines

  摘要：

  A generally applicable and high-yielding protocol for the synthesis of 3-substituted indole derivatives is described. Key features include microwave-assisted intramolecular arene alkene coupling of o-iodoanilino enamines, and expedient synthesis of o-iodoanilino enamine substrates employing N,O-acetal TMS ethers, which could be conveniently derived from the corresponding amides. Our unique procedure seems quite efficient and provides an easy access to a variety of 3-substituted indoles as privileged structure for a wide range of biological targets. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.101

文献信息

• Microwave-assisted synthesis of 3-substituted indoles via intramolecular arene–alkene coupling of o-iodoanilino enamines
  作者：Won-Il Lee、Jong-Wha Jung、Jaehoon Sim、Hongchan An、Young-Ger Suh

  DOI：10.1016/j.tet.2013.06.101

  日期：2013.9

  A generally applicable and high-yielding protocol for the synthesis of 3-substituted indole derivatives is described. Key features include microwave-assisted intramolecular arene alkene coupling of o-iodoanilino enamines, and expedient synthesis of o-iodoanilino enamine substrates employing N,O-acetal TMS ethers, which could be conveniently derived from the corresponding amides. Our unique procedure seems quite efficient and provides an easy access to a variety of 3-substituted indoles as privileged structure for a wide range of biological targets. (C) 2013 Elsevier Ltd. All rights reserved.