1,4-二苯基-2-(N-苯基氨基)-1,4-丁二烯酮 | 171080-06-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 中文名称: 1,4-二苯基-2-(N-苯基氨基)-1,4-丁二烯酮
• 英文名称: 1,4-diphenyl-2-(N-phenylamino)-1,4-butadienone
• 英文别名: 2-anilino-1,4-diphenyl-butane-1,4-dione；α-Anilino-α.β-dibenzoyl-aethan；2-Anilino-1,4-diphenyl-butan-1,4-dion；2-Anilino-1,4-diphenylbutane-1,4-dione
• CAS: 171080-06-1
• 化学式: C₂₂H₁₉NO₂
• 分子量: 329.398
• InChiKey: MBZBLVWGDPCIKU-UHFFFAOYSA-N

物化性质

• 沸点：
  546.8±45.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,4-二苯基-2-(N-苯基氨基)-1,4-丁二烯酮 在 溶剂黄146 作用下， 生成 反-1,2-二苯酰乙烯
  参考文献：
  名称：

  Paal; Schulze, Chemische Berichte, 1900, vol. 33, p. 3799

  摘要：

  DOI：
• 作为产物：
  描述：

  反-1,2-二苯酰乙烯 、 苯胺 生成 1,4-二苯基-2-(N-苯基氨基)-1,4-丁二烯酮
  参考文献：
  名称：

  Paal; Schulze, Chemische Berichte, 1900, vol. 33, p. 3799

  摘要：

  DOI：

文献信息

• Brønsted Acid-Catalyzed Mannich-Type Reactions in Aqueous Media
  作者：Takahiko Akiyama、Jun Takaya、Hirotaka Kagoshima

  DOI：10.1002/1615-4169(200206)344:3/4<338::aid-adsc338>3.0.co;2-o

  日期：2002.6

  aldimines took place smoothly in aqueous organic solvent to afford β-aminocarbonyl compounds in high yields. The HBF4-catalyzed Mannich-type reaction also proceeded smoothly in water without organic solvent in the presence of a surfactant. A three-component synthesis starting from aldehyde, amine, and silyl enolate was successfully realized by means of a Bronsted acid in aqueous media.

  HBF4催化的甲硅烷基烯醇化物与醛亚胺的曼尼希型反应在水性有机溶剂中顺利进行，以高产率得到β-氨基羰基化合物。在表面活性剂存在下，HBF4催化的曼尼希型反应在没有有机溶剂的水中也能顺利进行。借助布朗斯台德酸在水性介质中成功实现了从醛、胺和烯醇甲硅烷基开始的三组分合成。
• Akiyama, Takahiko, Synlett, 1999, # 9, p. 1426 - 1428
  作者：Akiyama, Takahiko

  DOI：——

  日期：——
• HBF₄ Catalyzed Mannich-Type Reaction in Aqueous Media
  作者：Takahiko Akiyama、Jun Takaya、Hirotaka Kagoshima

  DOI：10.1055/s-1999-2789

  日期：1999.7

  HBF4 catalyzed Mannich-type reaction took place smoothly in aqueous media to afford beta-amino carbonyl compounds in high yields. One-pot synthesis of beta-amino carbonyl compounds from aldehyde and amine also worked well.
• One-pot Synthesis of β-Amino Esters from Aldehydes Using Lanthanide Triflate as a Catalyst
  作者：S Kobayashi

  DOI：10.1016/00404-0399(50)1096z-

  日期：1995.8.7

  One-pot synthesis of a beta-amino ester from an aldehyde, an amine, and a silyl enolate has been achieved using a lanthanide triflate as a catalyst. One-pot preparation of a beta-lactam from an aldehyde is also described.
• 1,3-Dipolar Cycloadditions to Unsaturated Organoboranes . III - Regio- and Stereocontrolled Access to Boronic Ester Substituted Isoxazolidines.
  作者：Bertrand Carboni、Morgane Ollivault、Frédéric Le Bouguenec、Robert Carrié、Mohamed Jazouli

  DOI：10.1016/s0040-4039(97)01560-8

  日期：1997.9

  Alkenylboronic esters undergo regio- and stereoselective 1.3-dipolar cycloadditions with nitrones. These reactions give access to boronic ester substituted isoxazolidines which can be easily convened by oxidation with hydrogen peroxide to the corresponding 4-hydroxy derivatives. (C) 1997 Elsevier Science Ltd.