(E)-1-(3'-methylphenyl)-2-nitropropene | 147102-55-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-1-(3'-methylphenyl)-2-nitropropene
• 英文别名: 1-(3-Methylphenyl)-2-nitropropene；1-methyl-3-[(E)-2-nitroprop-1-enyl]benzene
• CAS: 147102-55-4
• 化学式: C₁₀H₁₁NO₂
• 分子量: 177.203
• InChiKey: SBEPUGJNPLSOKB-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-(3'-methylphenyl)-2-nitropropene 在 baker's yeast 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以61%的产率得到1-(3'-methylphenyl)-2-nitropropane
  参考文献：
  名称：

  Asymmetric reduction of nitroalkenes with baker's yeast

  摘要：

  Various alpha,beta -disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of alpha,beta -disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00029-5
• 作为产物：
  描述：

  硝基乙烷 、 3-甲基苯甲醛 在 乙酸铵 作用下， 以89%的产率得到(E)-1-(3'-methylphenyl)-2-nitropropene
  参考文献：
  名称：

  Asymmetric reduction of nitroalkenes with baker's yeast

  摘要：

  Various alpha,beta -disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of alpha,beta -disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00029-5

文献信息

• Trisubstituted alkenes with a single activator as dipolarophiles in a highly diastereo- and enantioselective [3+2] cycloaddition with vinyl epoxides under Pd-catalysis
  作者：Juan Du、Yang-Jie Jiang、Jia-Jia Suo、Wen-Qiong Wu、Xiu-Yan Liu、Di Chen、Chang-Hua Ding、Yin Wei、Xue-Long Hou

  DOI：10.1039/c8cc07996j

  日期：——

  which are unreactive electron-deficient alkenes in transition metal-catalyzed [3+2] cycloaddition with vinyl three-membered heterocycles, were used in the Pd-catalyzed asymmetric cycloaddition of vinyl epoxides, affording multifunctionalized tetrahydrofurans in high yields with high diastereo- and enantioselectivities.

  具有单个强电子吸收活化剂的1,1,2-三取代烯烃（在过渡金属催化的[3 + 2]环加成反应中是乙烯基三元杂环的非反应性缺电子烯烃）被用于Pd催化的不对称环加成反应中乙烯基环氧化物，以高收率提供具有高非对映和对映选择性的多官能化四氢呋喃。
• Organocatalytic Asymmetric Tamura Cycloaddition with α- Branched Nitroolefins: Synthesis of Functionalized 1-Tetralones
  作者：Utpal Nath、Subhas Chandra Pan

  DOI：10.1021/acs.joc.6b03020

  日期：2017.3.17

  A new catalytic asymmetric Tamura cycloaddition with nitroolefins was developed. This demonstration of the reaction of α-branched nitroolefins with homophthalic anhydrides delivers highly functionalized 1-tetralone compounds. With bifunctional squaramide catalyst, the desired tetralone products are obtained with high enantioselectivity and good diastereoselectivity.

  开发了一种新的硝基烯烃催化不对称田村环加成反应。α-支化硝基烯烃与高邻苯二甲酸酐反应的这一证明可提供高度官能化的1-tetralone化合物。使用双功能方酰胺催化剂，可以得到具有高对映选择性和良好非对映选择性的所需四氢萘酮产物。
• Iron(II)-Catalyzed Denitration Reaction: Synthesis of 3-Methyl-2-arylimidazo[1,2-a]pyridine Derivatives from Aminopyridines and 2-Methylnitroolefins
  作者：Rulong Yan、Guosheng Huang、Hao Yan、Sizhuo Yang、Xiai Gao、Kang Zhou、Chao Ma

  DOI：10.1055/s-0032-1317685

  日期：——

  A variety of ways to synthesize imidazo[1,2-a]pyridines have been reported and many approaches are devoted to the functionalization of imidazo[1,2-a]pyridines. However, the use of a denitration reaction in the synthesis of imidazo[1,2-a]pyridines has not been reported. We report here the iron-catalyzed synthesis of 3-methyl-2-arylimidazo [1,2-a] pyridine derivatives from aminopyridines and 2-methyl-nitroolefins. The procedure, using FeCl2 as catalyst, is simple and inexpensive. Various functional groups are tolerated and provide the products in good yields.
• Reduction of Aromatic Nitroalkenes with Bake's Yeast
  作者：Mitsuhiro Takeshita、Sachiko Yoshida、Yoichiro Kohno

  DOI：10.3987/com-93-s64

  日期：——

  Aromatic nitroalkenes were reduced chemoselectively with baker's yeast to give the corresponding nitroalkanes.
• Takeshita Mitsuhiro, Yoshida Sachiko, Kohno Yoichiro, Heterocycles, 37 (1994) N 1, S 553-562
  作者：Takeshita Mitsuhiro, Yoshida Sachiko, Kohno Yoichiro

  DOI：——

  日期：——