3-(4-iodophenyl)thiophene | 1235579-31-3

• 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: 3-(4-iodophenyl)thiophene
• 英文别名: 1-iodo-4-(3-thienyl)benzene
• CAS: 1235579-31-3
• 化学式: C₁₀H₇IS
• 分子量: 286.136
• InChiKey: JMXWBRBFIGXBGK-UHFFFAOYSA-N

物化性质

• 熔点：
  150-152 °C
• 沸点：
  295.3±23.0 °C(Predicted)
• 密度：
  1.720±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• 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

• 作为反应物：
  描述：

  3-(4-iodophenyl)thiophene 在 copper(l) iodide 、 palladium(II) trifluoroacetate 、 氢溴酸 、 氧化汞红 、 溶剂黄146 、 二甲基亚砜 、 sodium L-prolinate 、 三氟乙酸 、 对苯醌 、 silver(l) oxide 作用下， 以 二甲基亚砜 为溶剂， 反应 54.0h， 生成 2-bromo-4-(4-fluorophenyl)-3-(4-(methylsulfonyl)phenyl)thiophene
  参考文献：
  名称：

  用 DMSO 构建（二氢）噻吩的氧化还原发散性

  摘要：

  我们在此报告了二氢噻吩、噻吩和溴噻吩的氧化还原发散结构，它们分别来自容易获得的烯丙醇、二甲基亚砜 (DMSO) 和 HBr。该策略可用于生物活性和功能分子的可编程和简洁合成。

  DOI：

  10.1002/anie.202109026
• 作为产物：
  描述：

  4-(噻吩-3-基)苯胺 在 盐酸 、 sodium nitrite 、 potassium iodide 作用下， 以 水 为溶剂， 生成 3-(4-iodophenyl)thiophene
  参考文献：
  名称：

  Design and synthesis of boronic acid inhibitors of endothelial lipase

  摘要：

  Endothelial lipase (EL) and lipoprotein lipase (LPL) are homologous lipases that act on plasma lipoproteins. EL is predominantly a phospholipase and appears to be a key regulator of plasma HDL-C. LPL is mainly a triglyceride lipase regulating (V)LDL levels. The existing biological data indicate that inhibitors selective for EL over LPL should have anti-atherogenic activity, mainly through increasing plasma HDL-C levels. We report here the synthesis of alkyl, aryl, or acyl-substituted phenylboronic acids that inhibit EL. Many of the inhibitors evaluated proved to be nearly equally potent against both EL and LPL, but several exhibited moderate to good selectivity for EL. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.043

文献信息

• Chemistry of Bis(2-ethynyl-3-thienyl)arene and Related Systems, Part 5: Preparation of an Unsymmetrical 4,4’-Bis(3-thienyl)biphenyl Derivative Containing a 2-[2-(Diphenylphosphino)ethynyl]-3-thienyl Moiety
  作者：Kozo Toyota、Yasutomo Tsuji、Noboru Morita

  DOI：10.1080/10426501003772037

  日期：2010.5.27

  An unsymmetrically substituted 4,4′-bis(3-thienyl)biphenyl derivative of 4-(2-ethynyl-3-thienyl)-4′-(3-thienyl)biphenyl type was prepared, utilizing 4-bromo-4′-(2-iodo-3-thienyl) biphenyl as synthetic intermediate. Reaction of 4-(2-ethynyl-3-thienyl)-4′-(3-thienyl) biphenyl with ethylmagnesium bromide followed by treatment with chlorodiphenylphosphine afforded 4-[2-(2-diphenylphosphinoethynyl)-3-t

  利用4-溴-4'-制备了4-(2-乙炔基-3-噻吩基)-4'-(3-噻吩基)联苯型的不对称取代的4,4'-双(3-噻吩基)联苯衍生物。 (2-iodo-3-thienyl) 联苯作为合成中间体。4-(2-乙炔基-3-噻吩基)-4'-(3-噻吩基)联苯与溴化乙基镁反应，然后用氯二苯基膦处理，得到4-[2-(2-二苯基膦基乙炔基)-3-噻吩基]-4' -(3-噻吩基)联苯。
• Cobalt-Catalyzed Enantioselective Hydroarylation of 1,6-Enynes
  作者：Andrew Whyte、Alexa Torelli、Bijan Mirabi、Liher Prieto、José F. Rodríguez、Mark Lautens

  DOI：10.1021/jacs.0c03246

  日期：2020.5.20

  An asymmetric hydroarylative cyclization of enynes involving a C-H bond cleavage is reported. The cobalt-catalyzed cascade generates three new bonds in an atom-economical fashion. The products were obtained in excellent yields and excellent enantioselectivities as single diastereo- and regioisomers. Preliminary mechanistic studies indicate that the reaction shows no intermolecular C-H crossover. This work highlights the potential of cobalt catalysis in C-H bond functionalization and enantioselective domino reactivity.