2-丙烯酸,3-苯基-3-(苯基氨基)-,乙基酯,(E)- | 124413-92-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: 2-丙烯酸,3-苯基-3-(苯基氨基)-,乙基酯,(E)-
• 英文名称: ethyl (E)-3-phenyl-3-(phenylamino)acrylate
• 英文别名: ethyl (E)-3-anilino-3-phenylprop-2-enoate
• CAS: 124413-92-9
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: NYXATQKDISMJBK-DTQAZKPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-丙烯酸,3-苯基-3-(苯基氨基)-,乙基酯,(E)- 、 叔丁基异氰酸酯 在 zinc(II) chloride 作用下， 以 苯 为溶剂， 反应 20.0h， 以66%的产率得到β-Anilino-α-(tert-butylcarbamoyl)zimtsaeure-ethylester
  参考文献：
  名称：

  Goerdeler, Joachim; Lindner, Christian, Chemische Berichte, 1980, vol. 113, # 7, p. 2499 - 2508

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate 在 fac-tris(2-phenylpyridinato-N,C2')iridium(III) 作用下， 以 氘代乙腈 为溶剂， 生成 2-丙烯酸,3-苯基-3-(苯基氨基)-,乙基酯,(E)-
  参考文献：
  名称：

  N-芳基烯胺在可见光辐射下可持续合成2-芳基-3-羧酸二氢吲哚

  摘要：

  在室温下用可见光照射催化量的Ir（ppy）3，可以将许多N-芳基烯胺以良好至极佳的收率转化成其相应的吲哚啉产物，而无需任何额外的添加剂。这是在可见光照射下通过烯胺的分子内环化合成二氢吲哚的第一个实例。

  DOI：

  10.1039/c7cc04358a

文献信息

• Microwave-Assisted Synthesis of Polysubstituted 4-Quinolones from Deprotonated α-Aminonitriles
  作者：Alexandra Romek、Till Opatz

  DOI：10.1002/ejoc.201000858

  日期：2010.10

  The α-alkylation of deprotonated N-aryl-α-aminonitriles with α-bromoesters furnishes intermediates that can be cyclized to 4-quinolones upon microwave irradiation. Alternatively, base-induced dehydrocyanation of the alkylation products furnishes enaminoesters, which can, for example, be converted into quinoline-3-carboxylates.

  去质子化的 N-芳基-α-氨基腈与 α-溴酯的 α-烷基化提供了可以在微波辐射下环化为 4-喹诺酮类的中间体。或者，烷基化产物的碱诱导脱氢氰化提供烯氨基酯，其可以例如转化为喹啉-3-羧酸酯。
• Visible Light Initiated Hantzsch Synthesis of 2,5-Diaryl-Substituted Pyrroles at Ambient Conditions
  作者：Tao Lei、Wen-Qiang Liu、Jian Li、Mao-Yong Huang、Bing Yang、Qing-Yuan Meng、Bin Chen、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1021/acs.orglett.6b01059

  日期：2016.5.20

  a mixture of enamines and α-bromo ketones, with a catalytic amount of Ir(ppy)3 by visible light (λ = 450 nm), enables the production of various 2,5-diaryl-substituted pyrroles in good to excellent yields. The key intermediates in this reaction have been identified as alkyl radicals, generated from single-electron transfer from the photoexcited Ir(ppy)3* to α-bromo ketones, which subsequently react

  用可见光（λ= 450 nm）照射具有催化量的Ir（ppy）3的烯胺和α-溴代酮的混合物，可以制备各种2,5-二芳基取代的吡咯，且产率高至优异。已确定该反应的关键中间体为烷基，该自由基是由单电子从光激发的Ir（ppy）3 *转移至α-溴代酮而产生的，随后与多种烯胺反应，在200℃下迅速进行Hantzsch反应。环境条件。
• [EN] PYRIDIN-4-YLAMINE COMPOUNDS USEFUL IN THE TREATMENT OF NEUROPATHIC PAIN<br/>[FR] COMPOSES DE PYRIDIN-4-YLAMINE CONVENANT POUR LE TRAITEMENT DE LA DOULEUR NEUROPATHIQUE
  申请人：MERCK & CO INC

  公开号：WO2005051915A1

  公开（公告）日：2005-06-09

  The present invention is directed to a method of use of triazolo-pyridazine compounds in the treatment of neuropathic pain. The present invention is also directed to the use of triazolo-pyridazine compounds in the treatment of psychiatric and mood disorders such as, for example, schizophrenia, anxiety, depression, bipolar disorders, and panic, as well as in the treatment of pain, Parkinson’s disease, cognitive dysfunction, epilepsy, circadian rhythm and sleep disorders - such as shift-work induced sleep disorder and jet-lag, drug addiction, drug abuse, drug withdrawal and other diseases. The present invention is also directed to novel triazolo-pyridazine compounds that selectively bind to α2δ-1 subunit of Ca channels.

  本发明涉及一种在治疗神经病性疼痛中使用三唑吡啶化合物的方法。本发明还涉及在治疗精神和情绪障碍，如精神分裂症、焦虑、抑郁、躁郁症和恐慌，以及在治疗疼痛、帕金森病、认知功能障碍、癫痫、昼夜节律和睡眠障碍（如倒班引起的睡眠障碍和时差反应）、药物成瘾、药物滥用、药物戒断和其他疾病中使用三唑吡啶化合物的方法。本发明还涉及选择性结合到Ca通道α2δ-1亚基的新型三唑吡啶化合物。
• A General and Efficient Method for the Preparation of β-Enamino Ketones and Esters Catalyzed by Indium Tribromide
  作者：Zhan-Hui Zhang、Liang Yin、Yong-Mei Wang

  DOI：10.1002/adsc.200505268

  日期：2006.1

  A variety of β-enamino ketones and esters have been synthesized in high to exellent yields by reacting β-dicarbonyl compounds with amines in the presence of a catalytic amount of indium tribromide. The reaction proceeds smoothly at room temperature in a short reaction time under solvent-free conditions.

  在催化量的三溴化铟存在下，通过使β-二羰基化合物与胺反应，可以高产率地合成出多种β-烯胺酮和酯。在无溶剂条件下，反应在室温下以短的反应时间平稳地进行。
• PEROVSKITES FOR PHOTOCATALYTIC ORGANIC SYNTHESIS
  申请人：San Diego State University Foundation

  公开号：US20210402380A1

  公开（公告）日：2021-12-30

  Nature is capable of storing solar energy in chemical bonds via photosynthesis through a series of C—C, C—O and C—N bond-forming reactions starting from CO 2 and light. Direct capture of solar energy for organic synthesis is a promising approach. Lead (Pb)-halide perovskite solar cells reach 24.2% power conversion efficiency, rendering perovskite a unique type material for solar energy capture. We show that photophysical properties of perovskites is useful in photoredox organic synthesis. Because the key aspects of these two applications are both relying on charge separation and transfer. Here we demonstrated that perovskites nanocrystals are exceptional candidates as photocatalysts for fundamental organic reactions, i.e. C—C, C—N and C—O bond-formations. Stability of CsPbBr 3 in organic solvents and ease-of-tuning their bandedges garner perovskite a wider scope of organic substrate activations.

  大自然能够通过光合作用将太阳能储存在化学键中，通过一系列从二氧化碳和光开始的C—C、C—O和C—N键形成反应。直接捕获太阳能用于有机合成是一种有前途的方法。铅（Pb）卤化物钙钛矿太阳能电池达到了24.2%的转换效率，使得钙钛矿成为太阳能捕获的一种独特材料。我们展示了钙钛矿的光物理性质在光氧化有机合成中的有用性。因为这两种应用的关键方面都依赖于电荷分离和转移。在这里，我们证明了钙钛矿纳米晶体是基本有机反应的光催化剂的优秀候选者，即C—C、C—N和C—O键形成。CsPbBr3在有机溶剂中的稳定性和易于调节其带边使钙钛矿具有更广泛的有机底物活化范围。