dimethyl 2-(2-methylene-4-phenylbut-3-yn-1-yl)malonate | 1262884-32-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl 2-(2-methylene-4-phenylbut-3-yn-1-yl)malonate
• 英文别名: Dimethyl 2-(2-methylidene-4-phenylbut-3-ynyl)propanedioate；dimethyl 2-(2-methylidene-4-phenylbut-3-ynyl)propanedioate
• CAS: 1262884-32-1
• 化学式: C₁₆H₁₆O₄
• 分子量: 272.301
• InChiKey: FHZXKJBQECDRNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-2-(4-(triethoxysilyl)but-3-enyl)isoindoline-1,3-dione 、 苯基溴乙炔 在 tetrabutylammonium dihydrogen trifluoride 、 tetrakis(actonitrile)copper(I) hexafluorophosphate 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以54%的产率得到dimethyl 2-(2-methylene-4-phenylbut-3-yn-1-yl)malonate
  参考文献：
  名称：

  四丁基氟化铵作为铜催化乙烯基硅烷交叉偶联反应的有效活化剂

  摘要：

  乙烯基硅烷是交叉偶联反应中通用且高效的亲核试剂。本文描述了在几种铜催化的乙烯基硅烷交叉偶联中使用四丁基二氟化铵作为温和、廉价且可扩展的活化剂。

  DOI：

  10.1055/s-0036-1588504

文献信息

• Iridium-catalyzed hydroiodination of functionalized alkynes
  作者：Mehdi Ez-Zoubir、Jack A. Brown、Virginie Ratovelomanana-Vidal、Véronique Michelet

  DOI：10.1016/j.jorganchem.2010.10.052

  日期：2011.1

  The efficiency of an Ir(I)/HI system has been studied. The association of hydroiodic acid with iridium has been tested in the catalytic hydroiodination of alkynes. The use of [Ir(cod)Cl](2) dimer led to clean hydroiodination reactions and afforded the corresponding vinyliodides as a mixture of derivatives, where the Markovnikov type adduct was found to be the major product (80/20 to 93/7 ratio), in good yields. The mechanism was investigated and two main pathways seemed to be involved, one based on an initial oxidative addition of HI to the Ir(I) complex and the other one based on a pi-activation of the alkyne moiety. The corresponding vinyliodides were engaged in Pd-catalyzed cross-coupling (Sonogashira and Suzuki-Miyaura) reactions under organoaqueuous conditions. (C) 2010 Elsevier B.V. All rights reserved.
• Tetrabutylammonium Bifluoride as an Efficient Activating Agent for Copper-Catalyzed Vinylsilane Cross-Coupling Reactions
  作者：Olivier Riant、Loïc Cornelissen、Audric Nagy、Tom Leyssens

  DOI：10.1055/s-0036-1588504

  日期：2017.11

  Vinylsilanes are versatile and efficient nucleophiles in cross-coupling reactions. Herein is described the use of tetrabutylammonium bifluoride as a mild, cheap and scalable activating agent in several copper-catalyzed vinylsilane cross-couplings.

  乙烯基硅烷是交叉偶联反应中通用且高效的亲核试剂。本文描述了在几种铜催化的乙烯基硅烷交叉偶联中使用四丁基二氟化铵作为温和、廉价且可扩展的活化剂。