3-furyl 3-thienyl ketone | 127158-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-furyl 3-thienyl ketone
• 英文别名: 3-furanyl-3-thienylmethanone；furan-3-yl(thiophen-3-yl)methanone
• CAS: 127158-64-9
• 化学式: C₉H₆O₂S
• 分子量: 178.211
• InChiKey: CORNEINNFSERHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-furyl 3-thienyl ketone 在 copper(l) iodide 、 lithium tert-butoxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 60.0~90.0 ℃ 、101.33 kPa 条件下， 生成 3-(1-(thiophene-3-yl)propa-1,2-dien-1-yl)furan
  参考文献：
  名称：

  Synthesis of Terminal Allenes through Copper-Mediated Cross-Coupling of Ethyne withN-Tosylhydrazones or α-Diazoesters

  摘要：

  Ethyne is employed as coupling partner in copper-mediated cross-coupling reactions with N-tosylhydrazones and alpha-diazoacetate, leading to the development of a new synthetic method for terminal allenes. With this novel coupling method, the terminal allenes were obtained in good yields and with excellent functional group tolerance. Copper carbene migratory insertion is proposed as the key step in these transformations.

  DOI：

  10.1021/jo502316q
• 作为产物：
  描述：

  3-碘呋喃 、 3-噻吩甲酰氯 在 正丁基锂 作用下， 生成 3-furyl 3-thienyl ketone
  参考文献：
  名称：

  Benassi, Rois; Folli, Ugo; Iarossi, Dario, Journal of the Chemical Society. Perkin transactions II, 1989, p. 1741 - 1752

  摘要：

  DOI：

文献信息

• Ligand‐free Palladium‐Catalyzed Carbonylative Suzuki Coupling of Aryl Iodides in Aqueous CH ₃ CN with Sub‐stoichiometric Amount of Mo(CO) ₆ as CO Source
  作者：Nan Sun、Qingxia Sun、Wei Zhao、Liqun Jin、Baoxiang Hu、Zhenlu Shen、Xinquan Hu

  DOI：10.1002/adsc.201900011

  日期：2019.4.23

  established based on the palladium‐catalyzed carbonylative Suzuki coupling approach with sub‐stoichiometric Mo(CO)6 as CO source. Using 0.5 mol% of Pd(TFA)2 as catalyst, 0.5 equivalent of Mo(CO)6 as solid carbonyl reagent and 3 equivalent of K3PO4 as base, a wide range of functionalized (hetero)aryl iodides and (hetero)aryl boronic acids could smoothly proceed the carbonylative cross‐coupling reaction in aqueous

  基于亚化学计量的Mo（CO）6作为CO源的钯催化羰基化Suzuki偶联方法，已经建立了一种合成二芳基和杂二芳基酮的新方法。使用0.5摩尔％的Pd（TFA）2作为催化剂，0.5当量的Mo（CO）6作为固体羰基试剂和3当量的K 3 PO 4作为碱，各种官能化的（杂）芳基碘和（杂）芳基硼酸可以在50°C的CH 3 CN水溶液中平稳地进行羰基交叉偶联反应，从而提供相应的酮，收率非常好。新开发的方法易于在温和条件下高效地操作。
• Synthesis of Terminal Allenes through Copper-Mediated Cross-Coupling of Ethyne with<i>N</i>-Tosylhydrazones or α-Diazoesters
  作者：Fei Ye、Chengpeng Wang、Xiaoshen Ma、Mohammad Lokman Hossain、Ying Xia、Yan Zhang、Jianbo Wang

  DOI：10.1021/jo502316q

  日期：2015.1.2

  Ethyne is employed as coupling partner in copper-mediated cross-coupling reactions with N-tosylhydrazones and alpha-diazoacetate, leading to the development of a new synthetic method for terminal allenes. With this novel coupling method, the terminal allenes were obtained in good yields and with excellent functional group tolerance. Copper carbene migratory insertion is proposed as the key step in these transformations.
• Benassi, Rois; Folli, Ugo; Iarossi, Dario, Journal of the Chemical Society. Perkin transactions II, 1989, p. 1741 - 1752
  作者：Benassi, Rois、Folli, Ugo、Iarossi, Dario、Schenetti, Luisa、Taddei, Ferdinando、et al.

  DOI：——

  日期：——