methyl 2-(trifluoromethyl)phenanthridine-6-carboxylate | 1609486-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: methyl 2-(trifluoromethyl)phenanthridine-6-carboxylate
• 英文别名: Methyl 2-(trifluoromethyl)phenanthridine-6-carboxylate
• CAS: 1609486-90-9
• 化学式: C₁₆H₁₀F₃NO₂
• 分子量: 305.256
• InChiKey: AFSUVVIWZDLBBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  肼基甲酸甲酯 、 2-isocyano-5-(trifluoromethyl)-1,1'-biphenyl 在 叔丁基过氧化氢 、 iron(II) diacetylacetonate 作用下， 以 氟苯 、 水 为溶剂， 反应 12.0h， 以69%的产率得到methyl 2-(trifluoromethyl)phenanthridine-6-carboxylate
  参考文献：
  名称：

  Radical Arylalkoxycarbonylation of 2-Isocyanobiphenyl with Carbazates: Dual C–C Bond Formation toward Phenanthridine-6-carboxylates

  摘要：

  A sequential oxidative radical alkoxycarbonylation and aromatization of 2-isocyanobiphenyl with carbazates was developed to furnish phenanthridine-6-carboxylates. Various functional groups such as methoxy, chloro, fluoro, trifluoromethoxy, and trifluoromethyl groups were tolerated well under the reaction conditions. The sequential radical addition-cyclization strategy represents a practical route to access phenanthridine-6-carboxylates.

  DOI：

  10.1021/jo500842e

文献信息

• Radical Arylalkoxycarbonylation of 2-Isocyanobiphenyl with Carbazates: Dual C–C Bond Formation toward Phenanthridine-6-carboxylates
  作者：Changduo Pan、Jie Han、Honglin Zhang、Chengjian Zhu

  DOI：10.1021/jo500842e

  日期：2014.6.6

  A sequential oxidative radical alkoxycarbonylation and aromatization of 2-isocyanobiphenyl with carbazates was developed to furnish phenanthridine-6-carboxylates. Various functional groups such as methoxy, chloro, fluoro, trifluoromethoxy, and trifluoromethyl groups were tolerated well under the reaction conditions. The sequential radical addition-cyclization strategy represents a practical route to access phenanthridine-6-carboxylates.