5,5'-((3-nitrophenyl)methylene)bis(2-methylthiophene) | 339240-40-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,5'-((3-nitrophenyl)methylene)bis(2-methylthiophene)
• 英文别名: 2-Methyl-5-[(5-methylthiophen-2-YL)(3-nitrophenyl)methyl]thiophene；2-methyl-5-[(5-methylthiophen-2-yl)-(3-nitrophenyl)methyl]thiophene
• CAS: 339240-40-3
• 化学式: C₁₇H₁₅NO₂S₂
• mdl: MFCD00469001
• 分子量: 329.444
• InChiKey: OJIAMSNMIKJEBZ-UHFFFAOYSA-N

物化性质

• 沸点：
  451.1±45.0 °C(Predicted)
• 密度：
  1.286±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基噻吩 、 3-硝基苄胺 在 copper(l) iodide 、 2,2,6,6-四甲基哌啶氧化物 作用下， 以 乙腈 为溶剂， 以93%的产率得到5,5'-((3-nitrophenyl)methylene)bis(2-methylthiophene)
  参考文献：
  名称：

  TEMPO/CuI synergetic catalyzed oxidative cross-coupling of indoles with benzylamines: Synthesis of bis(indolyl)phenylmethanes

  摘要：

  TEMPO/CuI was found to be an effective catalyst for the cross-coupling of indoles with benzylic amines affording the corresponding bis(indolyl)phenylmethanes under air atmosphere at room temperature in good to excellent yields. The efficiency, easy workup, simplicity, and chemoselectivity of this protocol provide a green and low-cost procedure for the synthesis of these compounds.[GRAPHICS].

  DOI：

  10.1080/00397911.2018.1459722

文献信息

• An Unexpected C–C Bond Cleavage of Acetophenones: Synthesis of Bis(heteroaryl)arylmethanes and Triarylmethanes via SeO2/Lanthanide Chloride Catalyzed Friedel–Crafts Arylation
  作者：H. Meshram、G. Kumar、A. Kumar、A. Swetha、B. Babu

  DOI：10.1055/s-0035-1560808

  日期：——

  A novel synthesis of bisheteroarylaryl methanes and triarylmethanes is described by the selective C–C bond cleavage of acetophenones in the presence of SeO2/lanthanide chlorides. The present strategy provides an in situ generation of aldehydes from acetophenones followed by a double Friedel–Crafts reaction of electron-rich arenes. Natural product 1,1,1-tris(3-indolyl)methane is synthesized in a single

  通过在 SeO2/镧系元素氯化物存在下苯乙酮的选择性 C-C 键断裂描述了双杂芳基芳基甲烷和三芳基甲烷的新合成。本策略提供了从苯乙酮原位生成醛，然后是富电子芳烃的双弗里德尔-克拉夫茨反应。天然产物 1,1,1-三（3-吲哚基）甲烷是按照相同的协议一步合成的。
• TEMPO/CuI synergetic catalyzed oxidative cross-coupling of indoles with benzylamines: Synthesis of bis(indolyl)phenylmethanes
  作者：Meixiang Liao、Xiaoyun Zhang、Pengfei Yue

  DOI：10.1080/00397911.2018.1459722

  日期：2018.7.3

  TEMPO/CuI was found to be an effective catalyst for the cross-coupling of indoles with benzylic amines affording the corresponding bis(indolyl)phenylmethanes under air atmosphere at room temperature in good to excellent yields. The efficiency, easy workup, simplicity, and chemoselectivity of this protocol provide a green and low-cost procedure for the synthesis of these compounds.[GRAPHICS].