2-allyl-1-naphthaldehyde | 867357-84-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-allyl-1-naphthaldehyde
• 英文别名: 2-Prop-2-enylnaphthalene-1-carbaldehyde
• CAS: 867357-84-4
• 化学式: C₁₄H₁₂O
• 分子量: 196.249
• InChiKey: OTADUYTVPKEUCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-allyl-1-naphthaldehyde 、 5,5-二甲基-2-苯基-1,3,2-二氧硼杂 在 水 、 caesium carbonate 、 nickel(II) acetylacetonate 、 1,3-双-(2,6-二异丙基苯基)咪唑鎓氯化物 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以55%的产率得到2-benzyl-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-one
  参考文献：
  名称：

  镍催化的外选择性加氢酰化/铃木交叉偶联反应。

  摘要：

  已经开发出第一个镍催化的邻烯丙基甲醛与多种苯基硼酸新戊二醇酯的分子内加氢/铃木交叉偶联级联反应。该策略在通过醛CH键活化的两个CC键的构建中显示出较高的区域选择性和步骤经济性，可高效提供有价值的茚满酮。

  DOI：

  10.1039/c9cc07558e

文献信息

• Enantio‐ and Diastereoselective, Lewis Base Catalyzed, Cascade Sulfenoacetalization of Alkenyl Aldehydes
  作者：Anastassia Matviitsuk、Scott E. Denmark

  DOI：10.1002/anie.201906535

  日期：2019.9.2

  catalytic, enantio-, and diastereoselective formation of sulfenyl acetals bearing multiple stereogenic centers is reported. Alkenyl aldehydes undergo a chiral thiiranium ion initiated cascade starting with intramolecular capture by a formyl group and termination by capture with HFIP solvent. This method provides a one-pot synthesis of dihydropyran and 1,3-disubstituted isochroman acetals in good to excellent

  据报道，带有多个立体中心的亚硫基乙缩醛催化，对映体和非对映体选择性形成。烯基醛经历手性噻吩鎓离子引发的级联反应，首先通过甲酰基进行分子内捕获，然后通过用HFIP溶剂捕获而终止。该方法可以一锅法合成二氢吡喃和1,3-二取代的异苯并二氢吡喃缩醛，收率好至极好，非对映异构体含量高（高达> 99：1 dr），对映体控制（高达99：1 er）。
• Increased solubility of water soluble compounds
  申请人：BASF CORPORATION

  公开号：EP0909530A1

  公开（公告）日：1999-04-21

  Provided is a composition comprising: (a) a water soluble compound; (b) an effective amount of a dispersing agent sufficient to increase the solubility of the water soluble compound in an aqueous solution; and (d) water. Also provided is a method of increasing the solubility of a water soluble compound in an aqueous solution by adding to the solution a dispersing agent. Further provided herein is a method of forming a dispersion of crystals of a water soluble compound in an aqueous solution wherein the crystals of the compound in solution have a mean volume diameter of less than 20 microns comprising adding an effective amount of a dispersing agent, to the solution, sufficient to increase the solubility of the water soluble compound. The dispersing agent is an agent typically used to disperse organic compounds in aqueous media. A co-solvent may also be used in the compositions and methods.

  本发明提供了一种组合物，其中包括：(a) 水溶性化合物；(b) 有效量的分散剂，足以增加水溶性化合物在水溶液中的溶解度；(d) 水。本发明还提供了一种通过向水溶液中添加分散剂来提高水溶性化合物在水溶液中溶解度的方法。本文还提供了一种在水溶液中形成水溶性化合物晶体分散体的方法，其中溶液中的化合物晶体的平均体积直径小于 20 微米，该方法包括向溶液中添加有效量的分散剂，足以增加水溶性化合物的溶解度。分散剂是一种通常用于在水介质中分散有机化合物的剂型。组合物和方法中还可使用助溶剂。
• LUBRICANT COMPOSITION AND ANTIOXIDANT COMPOSITION
  申请人：Nippon Oil Corporation

  公开号：EP1803799A1

  公开（公告）日：2007-07-04

  The lubricating oil composition of the present invention comprises at least one species of aromatic constituent selected from the following (a1) to (a5): (a1) a lubricating base oil comprising a polycyclic aromatic content of 0.01 % by mass or more based on the total amount of base oil (a2) a lubricating base oil comprising a total aromatic content of 20 to 100 % by mass based on the total amount of base oil (a3) an aromatic solvent (a4) at least one species of polycyclic aromatic compound selected from alkyl naphthalene and compounds having three or more aromatic rings, and (a5) an aromatic compound having a nitrogen atom, an oxygen atom or a sulfur atom; and an organic molybdenum compound.

  本发明的润滑油组合物包含至少一种选自以下(a1)至(a5)的芳香族成分： (a1) 润滑油基础油，其多环芳烃含量为基础油总量的 0.01%（质量百分比）或更 高 (a2) 总芳烃含量为 20%至 100%（以基础油总量计）的润滑基础油 (a3) 一种芳香族溶剂 (a4) 至少一种多环芳烃化合物，选自烷基萘和具有三个或三个以上芳香环的化合物， 以及 (a5) 具有一个氮原子、一个氧原子或一个硫原子的芳香族化合物； 和一种有机钼化合物。
• Alkyl aromatic aldehydes
  申请人：——

  公开号：US20020068841A1

  公开（公告）日：2002-06-06

  A composition containing isomeric mixtures of arylaldehydes prepared from a mixed alkyl aromatic feedstock. A composition containing isomeric mixtures of dimethylbenzaldehydes prepared from a mixed xylene feedstock using a Gatterman-Koch type reaction. A composition of isomeric mixtures of tolualdehydes prepared from a toluene feedstock using a Gatterman-Koch type reaction.

  一种含有由混合烷基芳烃原料制备的芳基醛异构混合物的组合物。一种使用 Gatterman-Koch 型反应从混合二甲苯原料制备的含有二甲基苯甲醛异构体混合物的组合物。一种利用 Gatterman-Koch 型反应从甲苯原料制备的甲苯醛异构体混合物组合物。
• Structure–Activity Studies of Divin: An Inhibitor of Bacterial Cell Division
  作者：Maoquan Zhou、Ye-Jin Eun、Ilia A. Guzei、Douglas B. Weibel

  DOI：10.1021/ml400234x

  日期：2013.9.12

  We describe the synthesis and structure activity relationship (SAR) studies of divin, a small molecule that blocks bacterial division by perturbing the assembly of proteins at the site of cell septation. The bacteriostatic mechanism of action of divin is distinct from other reported inhibitors of bacterial cell division and provides an opportunity for assessing the therapeutic value of a new class of antimicrobial agents. We demonstrate a convenient synthetic route to divin and its analogues, and describe compounds with a 10-fold increase in solubility and a 4-fold improvement in potency. Divin analogues produce a phenotype that is identical to divin, suggesting that their biological activity comes from a similar mechanism of action. Our studies indicate that the 2-hydroxynaphthalenyl hydrazide portion of divin is essential for its activity and that alterations and substitution to the benzimidazole ring can increase its potency. The SAR study provides a critical opportunity to isolate drug resistant mutants and synthesize photoaffinity probes to determine the cellular target and biomolecular mechanism of divin.