2,3-dihydro-1-(2-methoxyphenyl)-2-phenylpyridin-4(1H)-one | 211318-60-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3-dihydro-1-(2-methoxyphenyl)-2-phenylpyridin-4(1H)-one
• 英文别名: 1-(2-methoxyphenyl)-2-phenyl-2,3-dihydropyridin-4(1H)-one；4(1H)-Pyridinone, 2,3-dihydro-1-(2-methoxyphenyl)-2-phenyl-；1-(2-methoxyphenyl)-2-phenyl-2,3-dihydropyridin-4-one
• CAS: 211318-60-4
• 化学式: C₁₈H₁₇NO₂
• 分子量: 279.338
• InChiKey: YYTGDPULQAPLQN-UHFFFAOYSA-N

物化性质

• 沸点：
  437.5±45.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  反-1-甲氧基-3-(三甲基硅氧基)-1,3-丁二烯 、 N-phenylmethylene-2-methoxybenzeneamine 在 四氢呋喃 、 samarium diiodide 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以86%的产率得到2,3-dihydro-1-(2-methoxyphenyl)-2-phenylpyridin-4(1H)-one
  参考文献：
  名称：

  二碘化sa催化的亚氨基-狄尔斯-阿尔德和亚氨基-羟醛反应

  摘要：

  在二氯甲烷中催化量的二碘化sa存在下，芳族亚胺与Danishefsky二烯反应形成高产率的四氢吡啶-4-酮。在相同条件下，各种亚氨基-羟醛反应可得到β-氨基酯或β-氨基酮。

  DOI：

  10.1016/s0040-4039(01)01581-7

文献信息

• Alkaline salt-catalyzed aza Diels–Alder reactions of Danishefsky’s diene with imines in water under neutral conditions
  作者：Catherine Loncaric、Kei Manabe、Shū Kobayashi

  DOI：10.1039/b300880k

  日期：2003.2.20

  Two- or three-component aza Diels-Alder reactions of Danishefsky's diene with imines or aldehydes and amines in water took place smoothly under neutral conditions in the presence of a catalytic amount of an alkaline salt such as sodium triflate to afford dihydro-4-pyridones in high yields.

  Danishefsky's二烯与亚胺或醛和胺在水中的两或三组分氮杂Diels-Alder反应在中性条件下在催化量的碱性盐（例如三氟甲磺酸钠）存在下平稳进行，得到二氢-4-吡啶酮高产。
• AgOTf-Catalyzed Aza-Diels–Alder Reactions of Danishefsky's Diene with Imines in Water
  作者：Catherine Loncaric、Kei Manabe、Shū Kobayashi

  DOI：10.1002/adsc.200390052

  日期：2003.4

  Aza-Diels–Alder reactions of Danishefsky's diene with imines in water took place smoothly in the presence of a catalytic amount of silver triflate to afford dihydro-4-pyridones in high yields. The silver triflate-catalyzed three-component reactions starting from aldehydes, amines, and Danishefsky's diene were also performed efficiently. In the three-component reactions with benzaldehyde, the addition

  在催化量的三氟甲磺酸银存在下，Danishefsky的二烯与亚胺在水中的Aza-Diels-Alder反应平稳进行，从而以高收率提供二氢-4-吡啶酮。从醛，胺和Danishefsky的二烯开始的三氟甲磺酸银催化的三组分反应也得到了有效地进行。在与苯甲醛的三组分反应中，发现添加非离子表面活性剂是有效的。
• Synthesis and Application of the First Chiral and Highly Lewis Acidic Silyl Cationic Catalyst
  作者：Mogens Johannsen、Karl Anker Jørgensen、Günter Helmchen

  DOI：10.1021/ja981021k

  日期：1998.8.1

  Center for Metal Catalyzed ReactionsDepartment of Chemistry, Aarhus UniVersityDK-8000 Aarhus C, DenmarkOrganisch-Chemisches Institut der UniVersita¨tIm Neuenheimer Feld 270, D-69120 Heidelberg, GermanyReceiVed March 26, 1998Recently, great progress has been made in the field of silyliumchemistry and it seems possible to prepare the long-desired siliconcation in condensed phase.

  Center for Metal Catalyzed ReactionsDepartment of Chemistry, Aarhus UniVersityDK-8000 Aarhus C, DenmarkOrganisch-Chemisches Institut der UniVersita–Im Neuenheimer Feld 270, D-69120 Heidelberg, Germany 199 年 3 月 26 日，化学领域取得了巨大进展似乎可以在凝聚相中制备长期需要的硅阳离子。
• Sustainable Synthetic Methods: Domino Construction of Dihydropyridin-4-ones and β-Amino Esters in Aqueous Ethanol
  作者：Peter J. Alaimo、Robert O’Brien、Adam W. Johnson、Sarah R. Slauson、Jeannette M. O’Brien、Elizabeth L. Tyson、Amanda-Lynn Marshall、Colleen E. Ottinger、Jon G. Chacon、Lorien Wallace、Corey Y. Paulino、Sarah Connell

  DOI：10.1021/ol801911f

  日期：2008.11.20

  Domino reactions were designed to allow the byproduct of an upstream reaction to be internally recycled to catalyze a downstream reaction in a one-pot tandem sequence. Nitroarene reduction by In(0) generates an amine and In(III) byproducts. Addition of aldehyde followed by Danishefsky's diene or silyl ketene acetal provides access to dihydropyridin-4-ones or,beta-amino esters, respectively, in yields that are comparable or superior to the reported stepwise reactions.
• Wu, Liqiang; Yang, Limin; Yan, Fulin, Asian Journal of Chemistry, 2010, vol. 22, # 9, p. 6977 - 6982
  作者：Wu, Liqiang、Yang, Limin、Yan, Fulin

  DOI：——

  日期：——