2-Methyl-3-(2-nitrophenyl)prop-2-enal | 62322-73-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 2-Methyl-3-(2-nitrophenyl)prop-2-enal
• 英文别名: 2-methyl-3-(2-nitrophenyl)prop-2-enal
• CAS: 62322-73-0
• 化学式: C₁₀H₉NO₃
• 分子量: 191.186
• InChiKey: QPCUDLYPORHVRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 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-Methyl-3-(2-nitrophenyl)prop-2-enal 在 sodium tetrahydroborate 、 lithium perchlorate 、 二异丁基氢化铝 、 丙酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Palladium(II)-Catalyzed Intramolecular Tandem Aminoalkylation via Divergent C(sp³)–H Functionalization

  摘要：

  We have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp(3))-H functionalization, affording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C-H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C-H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp(3))-H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.

  DOI：

  10.1021/ja5102739
• 作为产物：
  描述：

  邻硝基苯甲醛 在 对甲苯磺酸 、 sodium hydroxide 作用下， 以 乙醚 、 乙醇 、 水 、 甲苯 为溶剂， 生成 2-Methyl-3-(2-nitrophenyl)prop-2-enal
  参考文献：
  名称：

  Palladium(II)-Catalyzed Intramolecular Tandem Aminoalkylation via Divergent C(sp³)–H Functionalization

  摘要：

  We have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp(3))-H functionalization, affording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C-H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C-H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp(3))-H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.

  DOI：

  10.1021/ja5102739

文献信息

• COMPOUNDS, COMPOSITIONS AND METHODS OF USE FOR NICOTINE CESSATION AND CHEMOPREVENTION
  申请人：PACIFIC UNIVERSITY

  公开号：US20200129449A1

  公开（公告）日：2020-04-30

  Compounds, compositions, and methods of use of such compounds and compositions are provided for reducing human dependency to nicotine. In one example, a method of treating an individual with an addiction to nicotine comprises administering to the individual a compound that is a structural analog of trans-cinnamaldehyde. Based on the administration, a rate at which nicotine is metabolized may be reduced, which in turn may reduce a desire for the individual to consume nicotine-containing products.
• CINNAMALDEHYDE DERIVATIVE COMPOUNDS AND METHODS OF USE FOR CINNAMALDEHYDE DERIVATIVE COMPOUNDS NICOTINE CESSATION
  申请人：Pacific University.

  公开号：US20220142946A1

  公开（公告）日：2022-05-12

  Compounds, compositions, and methods of use of such compounds and compositions are provided for reducing human dependency to nicotine. In one example, a method of treating an individual with an addiction to nicotine comprises administering to the individual a compound that is a structural analog of trans-cinnamaldehyde. Based on the administration, a rate at which nicotine is metabolized may be reduced, which in turn may reduce a desire for the individual to consume nicotine-containing products.
• Palladium(II)-Catalyzed Intramolecular Tandem Aminoalkylation via Divergent C(sp³)–H Functionalization
  作者：Wei Du、Qiangshuai Gu、Zhongliang Li、Dan Yang

  DOI：10.1021/ja5102739

  日期：2015.1.28

  We have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp(3))-H functionalization, affording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C-H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C-H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp(3))-H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.