ethyl 3,3-di-p-tolylacrylate | 137933-00-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ethyl 3,3-di-p-tolylacrylate
• 英文别名: Ethyl 3,3-bis(4-methylphenyl)prop-2-enoate；ethyl 3,3-bis(4-methylphenyl)prop-2-enoate
• CAS: 137933-00-7
• 化学式: C₁₉H₂₀O₂
• 分子量: 280.367
• InChiKey: GULOUHRLYOKWCA-UHFFFAOYSA-N

物化性质

• 沸点：
  213 °C(Press: 71 Torr)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 3,3-di-p-tolylacrylate 在 sodium hydroxide 、 三叔丁基膦 、 二异丁基氢化铝 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (2S)-3-[4-(3,3-Di-p-tolyl-allyloxy)-phenyl]-2-ethoxy-propionic acid
  参考文献：
  名称：

  Design and synthesis of novel PPARα/γ/δ triple activators using a known PPARα/γ dual activator as structural template

  摘要：

  Using a known dual PPARalpha/gamma activator (5) as a structural template, SAR evaluations led to the identification of triple PPARalpha/gamma/delta activators (18-20) with equal potency and efficacy on all three receptors. These compounds could become useful tools for studying the combined biological effects of PPARalpha/gamma/delta activation. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00881-8
• 作为产物：
  描述：

  4,4'-二甲基二苯甲酮 在 盐酸 、 乙醇 、 sodium sulfate 、 锌 、 苯 作用下， 生成 ethyl 3,3-di-p-tolylacrylate
  参考文献：
  名称：

  Bergmann; Hoffmann; Meyer, Journal fur praktische Chemie (Leipzig 1954), 1932, vol. <2> 135, p. 245,252

  摘要：

  DOI：

文献信息

• Photoinduced Oxidative Alkoxycarbonylation of Alkenes with Alkyl Formates
  作者：Wan-Ying Tang、Ling Chen、Ming Zheng、Le-Wu Zhan、Jing Hou、Bin-Dong Li

  DOI：10.1021/acs.orglett.1c01096

  日期：2021.5.21

  A photoinduced oxidative alkoxycarbonylation of alkenes initiated by intermolecular addition of alkoxycarbonyl radicals has been demonstrated. Employing alkyl formates as alkoxycarbonyl radical sources, a range of α,β-unsaturated esters were obtained with good regioselectivity and E selectivity under ambient conditions.

  已经证明了通过分子间加成烷氧基羰基引发的烯烃的光诱导氧化烷氧基羰基化。利用烷基甲酸酯作为烷氧羰基自由基源，在环境条件下获得了一系列具有良好区域选择性和E选择性的α，β-不饱和酯。
• Scalable Electrochemical Dehydrogenative Lactonization of C(sp²/sp³)–H Bonds
  作者：Sheng Zhang、Lijun Li、Huiqiao Wang、Qian Li、Wenmin Liu、Kun Xu、Chengchu Zeng

  DOI：10.1021/acs.orglett.7b03617

  日期：2018.1.5

  A practical, electrochemical method is developed for the direct dehydrogenative lactonization of C(sp2/sp3)–H bonds under external oxidant- and metal-free conditions, delivering diverse lactones, including coumarin derivatives with excellent regioselectivity. The scalable nature of this newly developed electrochemical process was demonstrated on a 40 g scale following an operationally simple protocol

  开发了一种实用的电化学方法，用于在无外部氧化剂和无金属的条件下对C（sp 2 / sp 3）–H键进行直接脱氢内酯化，从而提供多种内酯，包括具有优异区域选择性的香豆素衍生物。遵循操作简单的协议，以40 g规模展示了这种新开发的电化学过程的可扩展性。C（sp 3）-H键的远程内酯化将构成朝着电化学C-O键形成的重要合成进展。
• Palladium-catalyzed double arylations of terminal olefins in acetic acid
  作者：Daichao Xu、Chunxin Lu、Wanzhi Chen

  DOI：10.1016/j.tet.2011.12.017

  日期：2012.2

  A palladium-catalyzed Heck diarylation of terminal olefins under ligand-free conditions in acetic acid is described. This procedure allows double arylation of terminal olefins affording trisubstituted olefins in good to excellent yields. The methodology is applicable to the coupling of both electron-deficient and electron-rich aryl iodides leading to symmetrical and unsymmetrical β,β-diarylated alkenes

  描述了在无配体条件下在乙酸中钯催化的末端烯烃的Heck二芳基化。该方法允许末端烯烃进行双芳基化，从而以良好至优异的产率提供三取代的烯烃。该方法适用于缺电子和富电子的芳基碘化物的偶合，从而导致对称和不对称的β，β-二芳基化烯烃。
• Potassium tert-butoxide mediated Heck-type cyclization/isomerization–benzofurans from organocatalytic radical cross-coupling reactions
  作者：Magnus Rueping、Matthias Leiendecker、Arindam Das、Thomas Poisson、Lan Bui

  DOI：10.1039/c1cc14297f

  日期：——

  A transition metal-free Heck-type cyclization/isomerization reaction has been developed. Mediated by potassium tert-butoxide and phenanthroline a variety of benzofuran derivatives have been synthesized.

  已经开发了无过渡金属的Heck型环化/异构化反应。在叔丁醇钾和菲咯啉的介导下，已合成了多种苯并呋喃衍生物。
• Controlled mono- and double-Heck reaction catalyzed by a dicarbene dipalladium complex
  作者：Yunfei Li、Gang Liu、Changsheng Cao、Shuzhan Wang、Yuling Li、Guangsheng Pang、Yanhui Shi

  DOI：10.1016/j.tet.2013.05.030

  日期：2013.7

  phosphine-free mono- and double-Heck reaction of terminal olefins with electron-deficient and electron-rich aryl halides (iodides and bromides) is described. These reactions are catalyzed by the dicarbene dipalladium complex 1 by controlling the stoichiometry of the aryl halide and the olefine, the loading of the palladium catalyst, as well as using different base, and with or without additive. The procedure

  描述了末端烯烃与缺电子和富电子的芳基卤化物（碘化物和溴化物）的无膦单-和双-Heck反应。通过控制芳基卤化物和烯烃的化学计量，钯催化剂的负载，以及使用不同的碱，有或没有添加剂，二碳二烯二钯配合物1催化这些反应。双-Heck反应的方法允许末端烯烃的β，β-二芳基化和β，β′-二芳基化，并以良好或优异的产率提供三取代的烯烃。