anthra<2,1-b>benzothiophene | 28887-47-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: anthra<2,1-b>benzothiophene
• 英文别名: anthra[1,2-d]benzo[b]thiophene；anthra[2,1-b]benzo[d]thiophene；Anthra<2,1-b>benzothiophen；Anthra[1,2-b]benzo[d]thiophene；anthra[2,1-b][1]benzothiole
• CAS: 28887-47-0
• 化学式: C₂₀H₁₂S
• 分子量: 284.381
• InChiKey: ZVPGVJPUXOINJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(o-carboxybenzoyl)dibenzothiophene 在 盐酸 、 lithium aluminium tetrahydride 、 zinc amalgam 、 三氟化硼乙醚 、 silica gel 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 48.17h， 生成 anthra<2,1-b>benzothiophene
  参考文献：
  名称：

  涉及 Bradsher 型环脱水或环化-还原-脱水反应的环化蒽、咔唑和噻吩的合成

  摘要：

  在室温下，2-芳基甲基苯甲醛在 CH2Cl2 中的常规 BF3·OEt2 介导的 Bradsher 型环脱水得到多环芳香族和杂芳香族化合物。或者，这些化合物可以通过三氟甲磺酸介导的环化和还原脱水从 2-芳基甲基苯甲酸以更高的产率合成。

  DOI：

  10.1002/ejoc.201500493

文献信息

• Synthesis of Annulated Arenes and Heteroarenes by Hydriodic Acid and Red Phosphorus Mediated Reductive Cyclization of 2-(Hetero)aroylbenzoic Acids or 3-(Hetero)arylphthalides
  作者：Arasambattu Mohanakrishnan、Settu Rafiq

  DOI：10.1055/s-0036-1588337

  日期：——

  Annulated arenes and hetarenes were prepared in good to very good yields by hydriodic acid/red phosphorus mediated reductive cyclization of 3-(hetero)aryl phthalides. The reductive cyclization also proceeded successfully with 2-aroylbenzoic acids and 2-aroylnaphthoic acids.

  通过氢碘酸/红磷介导的 3-（杂）芳基苯酞的还原环化，以良好到非常好的产率制备了环化芳烃和杂环芳烃。2-芳酰基苯甲酸和2-芳酰基萘甲酸也成功地进行了还原环化。
• Tedjamulia, Marvin L.; Tominaga, Yoshinori; Castle, Raymond N., Journal of Heterocyclic Chemistry, 1983, vol. 20, p. 861 - 866
  作者：Tedjamulia, Marvin L.、Tominaga, Yoshinori、Castle, Raymond N.、Lee, Milton L.

  DOI：——

  日期：——
• TEDJAMULIA, M. L.;TOMINAGA, YOSHINORI;CASTLE, R. N.;LEE, M. L., J. HETEROCYCL. CHEM., 1983, 20, N 4, 861-866
  作者：TEDJAMULIA, M. L.、TOMINAGA, YOSHINORI、CASTLE, R. N.、LEE, M. L.

  DOI：——

  日期：——
• Polymeric compound and polymeric electroluminescence element using the same
  申请人：Fukushima Daisuke

  公开号：US20100176377A1

  公开（公告）日：2010-07-15

  A polymer compound comprising at least one of repeating units of the following formula (1) and at least one of repeating units selected from the following formulae (2) and (3). (Ar 1 represents an aryl group or monovalent aromatic heterocyclic group, Ar 2 represents an arylene group or divalent aromatic heterocyclic group, and Z represents a divalent aromatic group having a condensed ring structure.) (a ring A and a ring B represent an aromatic hydrocarbon ring, at least one of the ring A and the ring B is an aromatic hydrocarbon ring having two or more benzene rings condensed, and Rw and Rx represent each independently a hydrogen atom, alkyl group or the like.) (a ring C and a ring D represent an aromatic ring, Y represents an oxygen atom, sulfur atom or —O—C(R K ) 2 —, and R K represents a hydrogen atom, alkyl group or the like.).
• Synthesis of Annulated Anthracenes, Carb­azoles, and Thiophenes Involving Bradsher-Type Cyclodehydration or Cycli­zation-Reductive-Dehydration Reactions
  作者：Settu Muhamad Rafiq、Ramakrishnan Sivasakthikumaran、Jayachandran Karunakaran、Arasambattu K. Mohanakrishnan

  DOI：10.1002/ejoc.201500493

  日期：2015.8

  A conventional BF3·OEt2-mediated Bradsher-type cyclodehydration of 2-arylmethyl benzaldehydes in CH2Cl2 at room temperature gave polycyclic aromatic and heteroaromatic compounds. Alternatively, these compounds could be synthesized in better yields from 2-arylmethylbenzoic acids by triflic-acid-mediated cyclization followed by reductive dehydration.

  在室温下，2-芳基甲基苯甲醛在 CH2Cl2 中的常规 BF3·OEt2 介导的 Bradsher 型环脱水得到多环芳香族和杂芳香族化合物。或者，这些化合物可以通过三氟甲磺酸介导的环化和还原脱水从 2-芳基甲基苯甲酸以更高的产率合成。