N-(2-hydroxyphenyl)naphthalene-2-sulfonamide | 71862-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(2-hydroxyphenyl)naphthalene-2-sulfonamide
• CAS: 71862-54-9
• 化学式: C₁₆H₁₃NO₃S
• 分子量: 299.35
• InChiKey: QGKZSWOBGSWBBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-hydroxyphenyl)naphthalene-2-sulfonamide 在 四(三苯基膦)钯 、 C₆₀H₄₉O₄P 、 sodium hydride 、 对甲苯磺酸 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 59.0h， 生成 (R)-2-methyl-4-(naphthalen-2-ylsulfonyl)-2-vinyl-3,4-dihydro-2H-benzo[b][1,4]oxazine
  参考文献：
  名称：

  通过协同钯/手性磷酸催化进行对映选择性分子内烯丙基取代：通过统计模型洞察立体诱导。

  摘要：

  通过实验和统计建模相结合的方法研究了钯和手性磷酸组合催化的对映选择性分子内烯丙基取代反应中的不对称诱导模式。探测非线性效应、氘标记底物的反应性的实验和对照实验表明，对 π-烯丙基钯中间体的亲核攻击是对映体决定步骤，其中手性磷酸根阴离子参与立体诱导。使用多元线性回归分析，我们确定与磷酸根阴离子的手性环境的多种非共价相互作用对于过渡态的对映体控制是不可或缺的。形成手性吡咯烷的合成方案进一步应用于手性 2,2-二取代苯并吗啉合成中完全取代的碳中心处 C−O 键的不对称构建。

  DOI：

  10.1002/anie.202006237
• 作为产物：
  描述：

  2-氨基苯酚 、 2-萘磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以83 %的产率得到N-(2-hydroxyphenyl)naphthalene-2-sulfonamide
  参考文献：
  名称：

  通过钯-有机中继催化乙烯基亚甲基环状碳酸酯的串联烯丙基胺化/氧杂-迈克尔加成

  摘要：

  乙烯基亚甲基环状碳酸酯（VMCC）的串联烯丙胺化/氧杂迈克尔加成已被开发出来，可通过单一钯催化或钯-有机物中继催化构建杂环。在此过程中，双亲核基团首先发生区域选择性烯丙胺化，然后第二个亲核基团进一步完成杂迈克尔加成反应，形成一系列杂环。其中，在钯-有机物中继催化下，可以以中高产率制备手性3,4-二氢-2H-苯并[ b ][1,4]恶嗪，且具有良好的对映选择性。

  DOI：

  10.1021/acs.orglett.3c02014

文献信息

• A Versatile Synthesis of Vinyl-Substituted Heterocycles via Regio- and Enantioselective Pd-Catalyzed Tandem Allylic Substitution
  作者：Chao Qian、Wenjun Tang

  DOI：10.1021/acs.orglett.0c01490

  日期：2020.6.5

  We herein report a versatile, regio- and enantioselective palladium-catalyzed tandem allylic substitution powered by a chiral bisphosphorus ligand WingPhos with the palladium loading as low as 0.1 mol %, forming a series of chiral vinyl-substituted heterocycles, including tetrahydroquinoxalines, piperazines, dihydro-2H-benzo[b][1,4]-oxazines, and morpholines, in exellent ee’s and yields. The protocol

  我们在本文中报道了一种手性双磷配体WingPhos驱动的多功能，区域和对映体选择性的钯催化串联烯丙基取代，钯载量低至0.1 mol％，形成了一系列手性乙烯基取代的杂环，包括四氢喹喔啉，哌嗪，二氢-2 H-苯并[ b ] [1,4]-恶嗪和吗啉的优异ee和收率。该方案具有易于获得的起始原料，温和的反应条件和广泛的底物范围。机制研究支持串联烯丙基取代过程。
• Electron-receiving compound and thermal recording material
  申请人：Hizatate Shoji

  公开号：US06921740B1

  公开（公告）日：2005-07-26

  Disclosed are a novel electron-accepting compound which is a benzenesulfonamide derivative having a specific structure, a heat-sensitive recording material having a heat-sensitive recording layer containing the above electron-accepting compound, a heat-sensitive recording material having a heat-sensitive recording layer containing at least two specific benzenesulfonamide derivatives, a heat-sensitive recording material having a heat-sensitive recording layer containing a benzenesulfonamide derivative and a diphenylsulfone derivatives a heat-sensitive recording material having a heat-sensitive recording layer containing a specific benzenesulfonamide derivative and an ultraviolet absorbent or an aromatic isocyanate compound, and a heat-sensitive recording material having a substrate containing a recycled paper pulp or a non-wood pulp. These heat-sensitive recording materials are excellent in thermal response, retainability of ground/recorded image, saturation density and retainability of an image portion against light.

  本发明涉及一种新型电子受体化合物，其是一种具有特定结构的苯磺酰胺衍生物，以及具有包含上述电子受体化合物的热敏记录层的热敏记录材料，具有包含至少两种特定苯磺酰胺衍生物的热敏记录层的热敏记录材料，具有包含苯磺酰胺衍生物和二苯基砜衍生物的热敏记录层的热敏记录材料，具有包含特定苯磺酰胺衍生物和紫外线吸收剂或芳香族异氰酸酯化合物的热敏记录层的热敏记录材料，以及具有含有再生纸浆或非木浆的基材的热敏记录材料。这些热敏记录材料具有优异的热响应性、图像的保持性、饱和密度和光线下图像部分的保持性。
• INK FOR SCRATCH COLORING AND SHEET WITH INVISIBLE INFORMATION PRINTED
  申请人：Mitsubishi Paper Mills Limited

  公开号：EP2096149A1

  公开（公告）日：2009-09-02

  Disclosed are a scratch color-developable ink comprising an electron-donating colorless or light-color dye precursor, an electron-accepting color developer and a varnish, wherein a solid particle component contained therein has an average particle diameter of 0.3 to 25 µm, a scratch color-developable ink comprising an electron-donating colorless or light-color dye precursor, an electron-accepting color developer and a varnish, wherein an azaphthalide compound is contained as the electron-donating colorless or light-color dye precursor, and an invisible information printed sheet obtained by printing invisible information on a support with the above scratch color-developable ink. The above scratch color-developable ink makes invisible information visible easily by scratching with a finger nail although the color of an invisible information printed portion is hard to develop by frictional contact during usual handling, gives a high developed color intensity and is free from the occurrence of dust during the visualization of invisible information.

  公开了一种由电子捐献型无色或浅色染料前体、电子接受型显色剂和光油组成的划痕显色墨水，其中包含的固体颗粒成分的平均颗粒直径为 0.3至25微米；一种可刮擦显色油墨，由电子捐赠的无色或浅色染料前体、电子接受的显色剂和光油组成，其中含有作为电子捐赠的无色或浅色染料前体的萘化合物；以及一种通过在支撑物上用上述可刮擦显色油墨印刷隐形信息而获得的隐形信息印刷品。 上述划痕显色油墨虽然在通常的操作过程中通过摩擦接触很难使隐形信息印刷部分显色，但用指甲划痕即可轻松显现隐形信息，显色强度高，而且在显现隐形信息时不会产生灰尘。
• SCRATCH COLOR-DEVELOPABLE INK AND INVISIBLE INFORMATION PRINTED SHEET
  申请人：Wakasugi Hisashi

  公开号：US20100021702A1

  公开（公告）日：2010-01-28

  Disclosed are a scratch color-developable ink comprising an electron-donating colorless or light-color dye precursor, an electron-accepting color developer and a varnish, wherein a solid particle component contained therein has an average particle diameter of 0.3 to 25 μm, a scratch color-developable ink comprising an electron-donating colorless or light-color dye precursor, an electron-accepting color developer and a varnish, wherein an azaphthalide compound is contained as the electron-donating colorless or light-color dye precursor, and an invisible information printed sheet obtained by printing invisible information on a support with the above scratch color-developable ink. The above scratch color-developable ink makes invisible information visible easily by scratching with a finger nail although the color of an invisible information printed portion is hard to develop by frictional contact during usual handling, gives a high developed color intensity and is free from the occurrence of dust during the visualization of invisible information.
• TRP INHIBITORS AND USES THEREOF
  申请人：Ostertag Eric M.

  公开号：US20120148604A1

  公开（公告）日：2012-06-14

  The present invention, relates to methods including compounds, derivatives, antibodies, interfering RNA, biologies, polypeptides, dominant negative effectors, and their use in the treatment of neuropathic pain by inhibition of transient receptor potential (TRP) channels. In another embodiment, this invention relates to inhibitors, antagonists, and agonists of TRPC4. TRPC4 therapeutic agents and modulators include but are not limited to small molecule inhibitors, compounds, amino acid derivatives, polypeptides, RNA interference agents, natural chemicals, ligand derivatives, and ions. TRPC4 therapeutic agents and modulators are developed for the treatment of neuropathic pain, including but not limited to pain sensations such as nociception, hyperalgesia, allodynia, and loss of sensory function.