(E)-5-chloro-3-methyl-2-(2-nitrovinyl)benzo[b]thiophene | 1428338-26-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: (E)-5-chloro-3-methyl-2-(2-nitrovinyl)benzo[b]thiophene
• 英文别名: 5-chloro-3-methyl-2-[(E)-2-nitroethenyl]-1-benzothiophene
• CAS: 1428338-26-4
• 化学式: C₁₁H₈ClNO₂S
• 分子量: 253.709
• InChiKey: QZZKHXQTPJXMCH-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  硝基乙烷 、 5-氯-3-甲基苯并噻吩 在 palladium(II) trifluoroacetate 、 silver(I) acetate 作用下， 以 乙二醇二甲醚 、 二甲基亚砜 为溶剂， 反应 24.0h， 以73%的产率得到(E)-5-chloro-3-methyl-2-(2-nitrovinyl)benzo[b]thiophene
  参考文献：
  名称：

  Pd-Catalyzed Multidehydrogenative Cross-Coupling between (Hetero)Arenes and Nitroethane to Construct β-Aryl Nitroethylenes

  摘要：

  The Pd-catalyzed multidehydrogenative cross-coupling reactions of arenes with nitroethane are described. The established methods afford beta-aryl nitroethylenes that are an important class of synthetic Intermediates and biologically active compounds in an atom- and step-economical fashion. The reactions were applicable to substituted benzenes and a variety of heterocycles such as benzothiophenes, benzofurans, and indoles. Mechanistic experiments Indicated that beta-nitroethylbenzene might be the intermediate in this transformation.

  DOI：

  10.1021/ol400507u

文献信息

• Pd-Catalyzed Multidehydrogenative Cross-Coupling between (Hetero)Arenes and Nitroethane to Construct β-Aryl Nitroethylenes
  作者：Min Zhang、Peng Hu、Jun Zhou、Ge Wu、Shijun Huang、Weiping Su

  DOI：10.1021/ol400507u

  日期：2013.4.5

  The Pd-catalyzed multidehydrogenative cross-coupling reactions of arenes with nitroethane are described. The established methods afford beta-aryl nitroethylenes that are an important class of synthetic Intermediates and biologically active compounds in an atom- and step-economical fashion. The reactions were applicable to substituted benzenes and a variety of heterocycles such as benzothiophenes, benzofurans, and indoles. Mechanistic experiments Indicated that beta-nitroethylbenzene might be the intermediate in this transformation.