p-acetylcinnamic acid | 18910-24-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-acetylcinnamic acid
• 英文别名: p-Acetyl-zimtsaeure；4-acetylcinnamic acid；3-(4-Acetylphenyl)prop-2-enoic acid
• CAS: 18910-24-2
• 化学式: C₁₁H₁₀O₃
• 分子量: 190.199
• InChiKey: UWGWQGQPCBDJGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  p-acetylcinnamic acid 在 草酰氯 作用下， 以 四氢呋喃 为溶剂， 生成 3-(4-Acetylphenyl)prop-2-enoyl chloride
  参考文献：
  名称：

  N-Hydroxybenzimidazole inhibitors of ExsA MAR transcription factor in Pseudomonas aeruginosa: In vitro anti-virulence activity and metabolic stability

  摘要：

  ExsA is a multiple adaptational response (MAR) transcription factor, regulating the expression of a virulence determinant, the type III secretion system (T3SS) in Pseudomonas aeruginosa. Non-cytotoxic, non-antibacterial N-hydroxybenzimidazoles were identified as effective inhibitors of ExsA-DNA binding, and their potential utility as anti-virulence agents for P. aeruginosa was demonstrated in a whole cell assay. Select N-hydroxybenzimidazole inhibitors were stable in an in vitro human liver microsomal assay. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.014
• 作为产物：
  描述：

  4-碘代苯乙酮 、 丙烯酸 在 palladium diacetate 、 potassium carbonate 作用下， 以 水 为溶剂， 反应 0.42h， 生成 p-acetylcinnamic acid
  参考文献：
  名称：

  Pd催化的正交Knoevenagel / Perkin缩合-脱羧-Heck / Suzuki序列：苯甲醛串联转化为羟基官能化的抗糖尿病二苯乙烯-肉桂酰基杂化物和不对称二苯乙烯基苯

  摘要：

  已经实现了涉及化学选择性Knoevenagel / Perkin缩合-脱羧-Heck / Suzuki偶联或Heck-醛醇缩合序列的串联反应。这样就可以首次简洁有效地合成几种重要的羟基官能化化合物，例如二苯乙烯-肉桂酰基杂化物（强力蛋白酪氨酸磷酸酶1B抑制剂），肉桂酰基-肉桂酸杂化物，不对称二苯乙烯基苯和联芳基苯乙烯。先前报道的合成需要多个步骤和保护/脱保护操作。

  DOI：

  10.1002/chem.201101174

文献信息

• One-pot synthesis of<scp>l</scp>-dopa-functionalized water-dispersible magnetite nano-palladium catalyst and its application in the Suzuki and Heck reactions in water: a novel and highly active catalyst
  作者：Jianrui Niu、Fushan Wang、Xiaohang Zhu、Jiahui Zhao、Jiantai Ma

  DOI：10.1039/c4ra04189e

  日期：——

  A palladium catalyst supported on water-dispersible magnetite nanoparticles end-functionalized with amino and carboxyl groups was successfully prepared by a facile one-pot template-free method combined with a metal adsorption–reduction procedure. It was characterized by TEM, XRD, XPS, FT-IR and VSM. This catalyst exhibits excellent catalytic activity for Suzuki and Heck reactions in water. Furthermore

  通过简便的一锅法无模板法结合金属吸附-还原程序成功地制备了负载在氨基和羧基末端官能化的水分散性磁铁矿纳米粒子上的钯催化剂。通过TEM，XRD，XPS，FT-IR和VSM对其进行了表征。该催化剂对水中的Suzuki和Heck反应表现出出色的催化活性。此外，新开发的催化剂易于通过从水相反应中进行磁分离而回收和再循环。更重要的是，该催化剂在反应条件下和再循环阶段显示出高效率和高稳定性。该催化剂可以连续使用六次而不会显着降低催化活性。
• Synthesis, crystal structure, and catalytic activity of bridged-bis(N-heterocyclic carbene) palladium(II) complexes in selective Mizoroki-Heck cross-coupling reactions
  作者：Waseem Mansour、Rami Suleiman、Wissam Iali、Mohammed Fettouhi、Bassam El Ali

  DOI：10.1016/j.poly.2021.115371

  日期：2021.10

  temperature range 25–120 °C. The catalytic activities of three Pd-bridged bis(NHC) complexes in the Mizoroki-Heck cross-coupling reactions were not found to have a direct correlation with +I effect order of the N-substituents of the ligand. However, a direct correlation was found between the DFT calculated absolute softness of the three complexes with their respective catalytic activity. The highest calculated

  一系列三个 1,3-丙二基桥连双（N-杂环卡宾）钯（II）配合物（Pd-BNH1、Pd-BNH2和Pd-BNH3），配体的N-取代基具有 + I 效应顺序（异丙基 > 苄基 > 甲氧基苯基），是光谱、结构、计算和催化研究的主题。在芳基溴化物与苯乙烯或丙烯酸酯衍生物的 Mizoroki-Heck 偶联反应中评估了双 (NHC)PdBr 2配合物，并显示出生产二芳基乙烯和肉桂酸衍生物的高催化效率。最活跃的钯配合物Pd-BNH3的 X 射线结构表明 Pd(II) 中心与双 (N-杂环卡宾）和顺式位置的两个溴化物配体，导致扭曲的方形平面几何形状。Pd-BNH3的 NMR 数据与溶液中的单椅船刚性构象一致，在 25-120 °C 的温度范围内没有 8 元环钯环的动态行为。未发现在 Mizoroki-Heck 交叉偶联反应中三种 Pd 桥连双 (NHC) 配合物的催化活性与配体N取代基的+I 效应顺序直接相关。然而，发现三种复合物的
• P-hydroxyphenyl propionic acid derivatives as antiproliferative agents
  申请人：——

  公开号：US20030199575A1

  公开（公告）日：2003-10-23

  Derivatives of the compound p-hydroxyphenyl propionic acid characterised by those derivatives having the general formulas (I) and (Ia), where n can take the values 1,2,3; R can be H or CH 3 and R 1 can be CH 3 or H with pharmacological activity and their application in medicine for the treatment of disorders of the immunological system.

  p-羟基苯丙酸的衍生物，其特征是具有一般式(I)和(Ia)的衍生物，其中n可以取值1、2、3；R可以是H或CH3，R1可以是CH3或H，具有药理活性，并且在医学上用于治疗免疫系统紊乱。
• Cu/Fe-Cocatalyzed Formation of β-Ketophosphonates by a Domino Knoevenagel-Decarboxylation-Oxyphosphorylation Sequence from Aromatic Aldehydes and H-Phosphonates
  作者：Mingxin Zhou、Yao Zhou、Qiuling Song

  DOI：10.1002/chem.201501226

  日期：2015.7.20

  A domino Knoevenagel–decarboxylation–alkene difunctionalization sequence has been developed for the conversion of benzaldehydes into β‐ketophosphonates, catalyzed by a cooperative Cu/Fe system, whereby CP and CO bonds are formed simultaneously in a one‐pot reaction. The reaction proceeds in good yields and with a broad substrate scope and environmentally benign conditions.

  多米诺骨牌的Knoevenagel-脱羧烯烃difunctionalization序列已发展为苯甲醛转化成β-ketophosphonates，由协作的Cu / Fe系，由此Ç催化 P和CO键在一锅反应同时形成。反应以良好的收率进行，并具有广泛的底物范围和环境友好条件。
• Reusable and Sustainable Nanostructured Skeleton Catalyst: Heck Reaction with Nanoporous Metallic Glass Pd (PdNPore) as a Support, Stabilizer and Ligand-Free Catalyst
  作者：Tetsuro Kaneko、Shinya Tanaka、Naoki Asao、Yoshinori Yamamoto、Mingwei Chen、Wei Zhang、Akihisa Inoue

  DOI：10.1002/adsc.201100358

  日期：2011.11

  Nanoporous metallic glass palladium (PdNPore), which was fabricated by de-alloying of a glassy metallic alloy Pd30Ni50P20, exhibited a remarkable catalytic activity for the Heck reaction of versatile aryl iodides and aryl bromides. Moreover, the PdNPore can be reused several times without a significant loss of catalytic activity, and the PdNPore has ahigher resistance to leaching than palladium black

  通过将玻璃态金属合金Pd 30 Ni 50 P 20脱合金制得的纳米多孔金属玻璃钯（PdNPore）对通用的芳基碘化物和芳基溴化物的Heck反应表现出显着的催化活性。而且，PdNPore可以重复使用数次而不会显着降低催化活性，并且与钯黑和钯碳相比，PdNPore具有更高的耐浸出性。