(E)-3-(4-chloro-3-nitrophenyl)-1-(p-tolyl)prop-2-en-1-one | 1336984-66-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(4-chloro-3-nitrophenyl)-1-(p-tolyl)prop-2-en-1-one
• 英文别名: (E)-3-(4-chloro-3-nitrophenyl)-1-(4-methylphenyl)prop-2-en-1-one
• CAS: 1336984-66-7
• 化学式: C₁₆H₁₂ClNO₃
• 分子量: 301.729
• InChiKey: QVISVCOTGXFFNQ-WEVVVXLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-丁二烯酸乙酯 、 (E)-3-(4-chloro-3-nitrophenyl)-1-(p-tolyl)prop-2-en-1-one 在 氢化奎宁(蒽醌-1,4-二基)二醚 作用下， 反应 48.0h， 以50%的产率得到(E)-ethyl 2-(4-(4-chloro-3-nitrophenyl)-6-(p-tolyl)-3,4-dihydro-2H-pyran-2-ylidene)acetate
  参考文献：
  名称：

  Development of a Formal Catalytic Asymmetric [4 + 2] Addition of Ethyl-2,3-butadienoate with Acyclic Enones

  摘要：

  Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial nucleophilic attack. A mechanistically inspired cyclization using ethyl-2,3-butadienoate and acyclic enones to provide dihydropyrans In excellent yields and enantioselectivity under solvent-free conditions at room temperature is reported.

  DOI：

  10.1021/ol202301f
• 作为产物：
  描述：

  对甲基苯乙酮 、 4-氯-3-硝基苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以82%的产率得到(E)-3-(4-chloro-3-nitrophenyl)-1-(p-tolyl)prop-2-en-1-one
  参考文献：
  名称：

  Development of a Formal Catalytic Asymmetric [4 + 2] Addition of Ethyl-2,3-butadienoate with Acyclic Enones

  摘要：

  Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial nucleophilic attack. A mechanistically inspired cyclization using ethyl-2,3-butadienoate and acyclic enones to provide dihydropyrans In excellent yields and enantioselectivity under solvent-free conditions at room temperature is reported.

  DOI：

  10.1021/ol202301f

文献信息

• Development of a Formal Catalytic Asymmetric [4 + 2] Addition of Ethyl-2,3-butadienoate with Acyclic Enones
  作者：Kumar Dilip Ashtekar、Richard J. Staples、Babak Borhan

  DOI：10.1021/ol202301f

  日期：2011.11.4

  Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial nucleophilic attack. A mechanistically inspired cyclization using ethyl-2,3-butadienoate and acyclic enones to provide dihydropyrans In excellent yields and enantioselectivity under solvent-free conditions at room temperature is reported.