6H-[1]benzothieno[2,3-с]chromen-6-one | 1238197-20-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 6H-[1]benzothieno[2,3-с]chromen-6-one
• 英文别名: 6H-benzo[4,5]thieno[2,3-c]chromen-6-one；6H-[1]benzothieno[2,3-c]chromen-6-one
• CAS: 1238197-20-0
• 化学式: C₁₅H₈O₂S
• 分子量: 252.293
• InChiKey: FOJBZOOYHBIFCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.21
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-硝基苯甲腈 在 potassium phosphate 、 四(三苯基膦)钯 、 亚硝酸特丁酯 、 三溴化硼 、 potassium hydroxide 、 copper(ll) bromide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 19.25h， 生成 6H-[1]benzothieno[2,3-с]chromen-6-one
  参考文献：
  名称：

  Design and synthesis of condensed thienocoumarins by Suzuki–Miyaura reaction/lactonization tandem protocol

  摘要：

  A concise and efficient approach to a series of chromen-4-ones with fused thiophene ring has been developed using the Suzuki-Miyaura reaction of bromothiophene-2- and 3-carboxylates with 2-methoxyboronic acids and subsequent cyclization of prepared alkyl (2-methoxy)aryl thiophene-2- and 3-carboxylates under the action of BBr3/KOtBu. Starting bromothiophenes are easily obtained from corresponding commercially available aminothiophenes by diazotization/bromination reaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.096

文献信息

• Heterocyclic iodoniums as versatile synthons to approach diversified polycyclic heteroarenes
  作者：Daqian Zhu、Zhouming Wu、Liyun Liang、Yameng Sun、Bingling Luo、Peng Huang、Shijun Wen

  DOI：10.1039/c9ra07288h

  日期：——

  Polycyclic heteroarenes are important scaffolds in the construction of pharmaceuticals. We have previously developed a series of novel heterocyclic iodoniums. In our current work, these unique iodoniums were employed to construct various complex polycyclic heteroarenes with structural diversity via tandem dual arylations. As a result, indole, thiophene and triphenylene motifs were fused into these

  多环杂芳烃是构建药物的重要支架。我们之前开发了一系列新的杂环碘鎓。在我们目前的工作中，这些独特的碘鎓被用于通过串联双芳基化构建具有结构多样性的各种复杂多环杂芳烃。结果，吲哚、噻吩和三亚苯基基序以高分子质量融合到这些杂环中，这可能为药物发现提供有希望的片段。此外，这些杂环可以在后期多样化。
• Novel and Efficient One-Step Parallel Synthesis of Dibenzopyranones via Suzuki−Miyaura Cross Coupling
  作者：Kodumuru Vishnumurthy、Alexandros Makriyannis

  DOI：10.1021/cc100068a

  日期：2010.9.13

  Microwave-promoted novel and efficient one-step parallel synthesis of dibenzopyranones and heterocyclic analogues from bromo arylcarboxylates and o-hydroxyarylboronic acids via Suzuki−Miyaura cross coupling reaction is described. Spontaneous lactonization gave dibenzopyranones and heterocyclic analogues bearing electron-donating and -withdrawing groups on both aromatic rings in good to excellent yields

  描述了通过微波促进的新型有效的一步苯并吡喃酮和杂环类似物通过Suzuki-Miyaura交叉偶联反应从溴代芳基羧酸盐和邻-羟基芳基硼酸平行合成的方法。自发的内酯化以良好或优异的产率得到了在两个芳族环上带有给电子和吸电子基团的二苯并吡喃酮和杂环类似物。