1-(4-chloro-phenyl)-2-phenyl-2,3-dihydro-1H-pyridin-4-one

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(4-chloro-phenyl)-2-phenyl-2,3-dihydro-1H-pyridin-4-one
• 英文别名: 1-(4-Chlorophenyl)-2-phenyl-2,3-dihydropyridin-4-one
• 化学式: C₁₇H₁₄ClNO
• 分子量: 283.757
• InChiKey: IOGPTMSABJAYQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-Benzylidene-p-chloroaniline 在 bismuth(III) chloride 、 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1-(4-chloro-phenyl)-2-phenyl-2,3-dihydro-1H-pyridin-4-one
  参考文献：
  名称：

  Laurent-Robert; Garrigues; Dubac, Synlett, 2000, # 8, p. 1160 - 1162

  摘要：

  DOI：

文献信息

• Hydrogen-bonding catalysis of sulfonium salts
  作者：Shiho Kaneko、Yusuke Kumatabara、Shoichi Shimizu、Keiji Maruoka、Seiji Shirakawa

  DOI：10.1039/c6cc08411g

  日期：——

  Although quaternary ammonium and phosphonium salts are known as important catalysts in phase-transfer catalysis, the catalytic ability of tertiary sulfonium salts has not yet been well demonstrated. Herein, we demonstrate...

  尽管在相转移催化中已知季铵盐和important盐是重要的催化剂，但是叔sulf盐的催化能力尚未得到充分证明。在这里，我们演示...
• Lanthanide Triflate Catalyzed Imino Diels-Alder Reactions; Convenient Syntheses of Pyridine and Quinoline Derivatives
  作者：Shū Kobayashi、Haruro Ishitani、Satoshi Nagayama

  DOI：10.1055/s-1995-4066

  日期：1995.9

  Lanthanide triflate catalyzed imino Diels-Alder reactions of imines with dienes or alkenes have been developed. A new group of Lewis acids, lanthanide triflates, are quite effective for the catalytic activation of imines. Unique reactivities of imines which work as both dienophiles and azadienes under certain conditions have been revealed. Three-component coupling reactions between aldehydes, amines, and dienes or alkenes were successfully carried out by using lanthanide triflate as a catalyst to afford pyridine and quinoline derivatives in high yields. The Lewis acid catalysts were stable and kept their activity even in the presence of water and amines. A stepwise reaction mechanism for these reactions is suggested from the experimental results.

  已开发了铈三氟甲磺酸盐催化的亚胺与二烯或烯烃的亚胺Diels-Alder反应。新一类路易斯酸，即铈三氟甲磺酸盐，在催化亚胺的活化方面非常有效。已揭示出亚胺在某些条件下同时作为二烯亲和体和氮烯体的独特反应性。通过使用铈三氟甲磺酸盐作为催化剂，成功进行了醛、胺与二烯或烯烃之间的三组分偶联反应，得到高产率的吡啶和喹啉衍生物。这些路易斯酸催化剂在水和胺存在的情况下依然保持稳定性和活性。根据实验结果，提出了这些反应的逐步反应机理。
• Imidazolinium salts as catalysts for the aza-Diels–Alder reaction
  作者：Václav Jurčík、René Wilhelm

  DOI：10.1039/b415023f

  日期：——

  Various easily accessible imidazolinium salts have been found to be capable of catalysing an aza-Diels–Alder reaction with a range of imines and Danishefsky's diene, giving the desired products in good to excellent yields. The influence of the counter-anions on the reactivity has been explored. These salts could contribute to the field of metal-free catalysis/organocatalysis.

  已发现多种易于获得的咪唑鎓盐能够催化具有一系列亚胺和丹尼谢夫斯基二烯的aza-Diels-Alder反应，得到良好至极好产率的目标产物。探讨了对阴离子对反应性的影响。这些盐可能有助于无金属催化/有机催化领域的发展。
• Lewis Acid Catalysis in Supercritical Carbon Dioxide. Use of Scandium Tris(heptadecafluorooctanesulfonate) as a Lewis Acid Catalyst in Diels-Alder and Aza Diels-Alder Reactions
  作者：Jun-ichi Matsuo、Takehiro Tsuchiya、Kazunori Odashima、Shu Kobayashi

  DOI：10.1246/cl.2000.178

  日期：2000.2

  Diels-Alder reactions of carbonyl dienophiles with dienes and aza Diels-Alder reactions of imines with a diene have been successfully carried out using scandium tris(heptadecafluorooctanesulfonate) (Sc(OSO2C8F17)3) as a Lewis acid catalyst in supercritical carbon dioxide (scCO2). It was revealed that the length of perfluorocarbon chains of the scandium catalyst was an essential factor for the catalytic

  使用三（十七氟辛烷磺酸）钪（Sc（OSO2C8F17）3）作为路易斯酸催化剂在超临界二氧化碳（scCO2）中成功地进行了羰基亲二烯体与二烯的Diels-Alder反应和亚胺与二烯的氮杂Diels-Alder反应. 结果表明，钪催化剂的全氟化碳链的长度是 scCO2 催化活性的重要因素。
• Bis-selenonium Cations as Bidentate Chalcogen Bond Donors in Catalysis
  作者：Xinxin He、Xinyan Wang、Ying-Lung Steve Tse、Zhihai Ke、Ying-Yeung Yeung

  DOI：10.1021/acscatal.1c03622

  日期：2021.10.15

  Lewis acids are frequently employed in catalysis but they often suffer from high moisture sensitivity. In many reactions, catalysts are deactivated because of the problem that strong Lewis acids also bond to the products. In this research, hydrolytically stable bidentate Lewis acid catalysts derived from selenonium dicationic centers have been developed. The bis-selenonium catalysts are employed in

  路易斯酸经常用于催化，但它们通常具有高湿度敏感性。在许多反应中，由于强路易斯酸也与产物结合的问题，催化剂会失活。在这项研究中，已经开发了源自​​硒双阳离子中心的水解稳定的双齿路易斯酸催化剂。双硒催化剂用于在各种转化中以良好的收率和选择性活化亚胺和羰基。发现双硒鎓盐的路易斯酸度比单硒鎓体系强，这归因于两个阳离子硒鎓中心的协同作用。此外，双硒催化剂不受强碱或水分的抑制。