6-chloro-2-methyl-1-p-tolyl-1H-indole-3-carbonitrile | 922184-54-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 6-chloro-2-methyl-1-p-tolyl-1H-indole-3-carbonitrile
• 英文别名: 6-chloro-2-methyl-1-(p-tolyl)-1H-indole-3-carbonitrile；6-chloro-2-methyl-1-(4-methylphenyl)indole-3-carbonitrile
• CAS: 922184-54-1
• 化学式: C₁₇H₁₃ClN₂
• 分子量: 280.757
• InChiKey: DTDVQMFQYDYMDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  28.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(4-chlorophenyl)-3-(p-tolylamino)but-2-enenitrile 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到6-chloro-2-methyl-1-p-tolyl-1H-indole-3-carbonitrile
  参考文献：
  名称：

  Synthesis of N-Substituted Indole Derivatives via PIFA-Mediated Intramolecular Cyclization

  摘要：

  A variety of N- arylated and N- alkylated indole derivatives were synthesized by way of a phenyliodine bis( trifluoroacetate) ( PIFA)- mediated intramolecular cyclization. This novel method allows for the construction of an indole skeleton by joining the N- atom on the side chain to the benzene ring at the last synthetic step. Other novel pyrrole- fused aromatic compounds can also be achieved by this method.

  DOI：

  10.1021/ol062288o

文献信息

• Synthesis of N-Substituted Indole Derivatives via PIFA-Mediated Intramolecular Cyclization
  作者：Yunfei Du、Renhe Liu、Gregory Linn、Kang Zhao

  DOI：10.1021/ol062288o

  日期：2006.12.1

  A variety of N- arylated and N- alkylated indole derivatives were synthesized by way of a phenyliodine bis( trifluoroacetate) ( PIFA)- mediated intramolecular cyclization. This novel method allows for the construction of an indole skeleton by joining the N- atom on the side chain to the benzene ring at the last synthetic step. Other novel pyrrole- fused aromatic compounds can also be achieved by this method.