dimethyl 5,7-dimethylbenzo[b]thiophene-2,3-dicarboxylate | 1429655-26-4

• 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: dimethyl 5,7-dimethylbenzo[b]thiophene-2,3-dicarboxylate
• 英文别名: Dimethyl 5,7-dimethyl-1-benzothiophene-2,3-dicarboxylate
• CAS: 1429655-26-4
• 化学式: C₁₄H₁₄O₄S
• 分子量: 278.329
• InChiKey: SKMQJWQXZLCTKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,4-二甲基苯硫酚 、 丁炔二酸二甲酯 在 air 作用下， 以 1,4-二氧六环 为溶剂， 以86%的产率得到dimethyl 5,7-dimethylbenzo[b]thiophene-2,3-dicarboxylate
  参考文献：
  名称：

  Air promoted annulation of thiophenols with alkynes leading to benzothiophenes

  摘要：

  空气促进了硫酚与炔烃的分子间环化反应，形成复杂的苯并噻吩化合物。

  DOI：

  10.1039/c8ob00010g

文献信息

• Visible-light-induced synthesis of benzothiophenes and benzoselenophenes via the annulation of thiophenols or 1,2-diphenyldiselane with alkynes
  作者：Xiao-Feng Xia、Guo-Wei Zhang、Su-Li Zhu

  DOI：10.1016/j.tet.2017.03.053

  日期：2017.5

  An effective metal-free photoredox-mediated tandem addition/cyclization reaction of thiophenols or 1,2-diphenyldiselane with alkynes leads to 2,3-disubstituted benzothiophenes and benzoselenophenes. Blue light irradiation of the organic dye, Mes-Acr-Me+, initiates the photoredox catalysis. A series of functional groups could be tolerated under ambient conditions, and good to excellent yields were generated. (C) 2017 Elsevier Ltd. All rights reserved.
• Direct Benzothiophene Formation via Oxygen-Triggered Intermolecular Cyclization of Thiophenols and Alkynes Assisted by Manganese/PhCOOH
  作者：Kaisheng Liu、Fan Jia、Hui Xi、Yuanming Li、Xiaojian Zheng、Qiaoxia Guo、Baojian Shen、Zhiping Li

  DOI：10.1021/ol400719d

  日期：2013.4.19

  An intermolecular oxidative cyclization between thiophenols and alkynes for benzothiophene formation has been established. A variety of multifunctional benzothiophenes are synthesized. In addition, we demonstrated that the obtained benzothiophenes can be used for further transformation to give diverse benzothiophene derivatives efficiently and selectively.