5-中氮茚-2-基噻吩-2-甲腈 | 918960-14-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: 5-中氮茚-2-基噻吩-2-甲腈
• 英文名称: 5-(Indolizin-2-yl)thiophene-2-carbonitrile
• 英文别名: 5-indolizin-2-ylthiophene-2-carbonitrile
• CAS: 918960-14-2
• 化学式: C₁₃H₈N₂S
• 分子量: 224.286
• InChiKey: MKOACWMUYIYNEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-[2-(2-Methylpyridin-1-ium-1-yl)acetyl]thiophene-2-carbonitrile;bromide 、 N,N-二甲基甲酰胺二叔丁基缩醛 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以80%的产率得到5-(Indolizine-3-carbonyl)-thiophene-2-carbonitrile
  参考文献：
  名称：

  Controlling chemoselectivity—application of DMF di-t-butyl acetal in the regioselective synthesis of 3-monosubstituted indolizines

  摘要：

  Among a number of DMF dialkyl acetals investigated for the regioselective synthesis of 3-acylindolizines, the di-t-butyl acetal, via its iminium intermediate readily formed in situ, provides the highest chemoselectivity for the intermolecular cyclization of picolinium salts. DMF di-i-butyl acetal was applied to the syntheses of a variety of 3-acylated indolizines including alkyl, aryl, and heteroaryl substituents. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.10.052

文献信息

• Controlling chemoselectivity—application of DMF di-t-butyl acetal in the regioselective synthesis of 3-monosubstituted indolizines
  作者：Zhiqiang Xia、Teresa Przewloka、Keizo Koya、Mitsunori Ono、Shoujun Chen、Lijun Sun

  DOI：10.1016/j.tetlet.2006.10.052

  日期：2006.12

  Among a number of DMF dialkyl acetals investigated for the regioselective synthesis of 3-acylindolizines, the di-t-butyl acetal, via its iminium intermediate readily formed in situ, provides the highest chemoselectivity for the intermolecular cyclization of picolinium salts. DMF di-i-butyl acetal was applied to the syntheses of a variety of 3-acylated indolizines including alkyl, aryl, and heteroaryl substituents. (c) 2006 Elsevier Ltd. All rights reserved.