1-硝基-4-(3-苯基丙-1-烯-1-基)苯 | 106702-43-6

• 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
• 中文名称: 1-硝基-4-(3-苯基丙-1-烯-1-基)苯
• 英文名称: 1-Nitro-4-(3-phenylprop-1-enyl)benzene
• CAS: 106702-43-6
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: WNXMTYFZUBCUSA-UHFFFAOYSA-N

物化性质

• 沸点：
  357.2±11.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  1-硝基-4-(3-苯基丙-1-烯-1-基)苯 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 4-(3-phenylpropyl)aniline
  参考文献：
  名称：

  Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors

  摘要：

  The finding that alkyl 1,4-dihydro-4-oxoquinoline-3-carboxylate and N-alkyl-1,4-dihydro-4-oxoquinoline3-carboxamide derivatives may be high-affinity ligands at the benzodiazepine binding site of the GABA(A) receptor, prompted a study of 3-acyl-1,4-dihydro-4-oxoquinoline (3-acyl-4-quinolones). In general, the affinity of the 3-acyl derivatives was found to be comparable with the 3-carboxylate and the 3-carboxamide derivatives, and certain substituents ( e. g., benzyl) in position 6 were again shown to be important. As it is believed that the benzodiazepine binding site is situated between an alpha-and a gamma-subunit in the GABA(A) receptor, selected compounds were tested on the alpha(1)beta(2)gamma(2s), alpha(2)beta(2)gamma(2s) and alpha(3)beta(2)gamma(2s) GABAA receptor subtypes. The 3-acyl-4-quinolones display various degrees of selectivity for alpha(1)-versus alpha(2)- and alpha(3)- containing receptors, and high-affinity ligands essentially selective for alpha(1) over alpha(3) were developed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.049
• 作为产物：
  描述：

  对硝基苯甲醛 、 苯乙基三苯基鏻溴化物 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 1-硝基-4-(3-苯基丙-1-烯-1-基)苯
  参考文献：
  名称：

  Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors

  摘要：

  The finding that alkyl 1,4-dihydro-4-oxoquinoline-3-carboxylate and N-alkyl-1,4-dihydro-4-oxoquinoline3-carboxamide derivatives may be high-affinity ligands at the benzodiazepine binding site of the GABA(A) receptor, prompted a study of 3-acyl-1,4-dihydro-4-oxoquinoline (3-acyl-4-quinolones). In general, the affinity of the 3-acyl derivatives was found to be comparable with the 3-carboxylate and the 3-carboxamide derivatives, and certain substituents ( e. g., benzyl) in position 6 were again shown to be important. As it is believed that the benzodiazepine binding site is situated between an alpha-and a gamma-subunit in the GABA(A) receptor, selected compounds were tested on the alpha(1)beta(2)gamma(2s), alpha(2)beta(2)gamma(2s) and alpha(3)beta(2)gamma(2s) GABAA receptor subtypes. The 3-acyl-4-quinolones display various degrees of selectivity for alpha(1)-versus alpha(2)- and alpha(3)- containing receptors, and high-affinity ligands essentially selective for alpha(1) over alpha(3) were developed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.049

文献信息

• Direct Reduction of Allylic Alcohols Using Isopropanol as Reductant
  作者：Masahiro Sai

  DOI：10.1002/adsc.201800731

  日期：2018.9.17

  lithium cation‐catalyzed direct reduction of allylic alcohols to alkenes using isopropanol as a hydride donor was developed. The hydride transfer of the in situ‐generated lithium isopropoxide to an allylic cation is the key process in this transformation. The reaction generates only water and acetone as byproducts, which highlights the synthetic utility of this method.

  开发了使用异丙醇作为氢化物供体的锂阳离子催化的烯丙基醇直接还原为烯烃的方法。原位生成的异丙氧基锂向烯丙基阳离子的氢化物转移是该转化过程中的关键过程。该反应仅产生水和丙酮作为副产物，这突出了该方法的合成效用。
• FeCl₃·6H₂O Catalyzed Disproportionation of Allylic Alcohols and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol
  作者：Jialiang Wang、Wen Huang、Zhengxing Zhang、Xu Xiang、Ruiting Liu、Xigeng Zhou

  DOI：10.1021/jo900070q

  日期：2009.5.1

  been found to be an efficient catalyst for the disproportionation of allylic alcohols, which provides a convenient method for selective transformation of allylic alcohols to alkenes and α,β-unsaturated ketones. Furthermore, this catalytic system is also effective for highly selective allylic reduction of allylic alcohols, allylic ethers, and allylic acetates with benzyl alcohol under neutral and convenient

  已经发现氯化铁是用于烯丙基醇歧化的有效催化剂，其为将烯丙基醇选择性转化为烯烃和α，β-不饱和酮提供了方便的方法。此外，该催化体系对于在中性和方便的反应条件下用苄醇高度选择性地还原烯丙基醇，烯丙基醚和乙酸烯丙基乙酸酯也是有效的。
• FeCl3·6H2O-catalyzed selective reduction of allylic halides to alkenes with concomitant oxidation of benzylic alcohols to aldehydes
  作者：HouCai Zhang、RuiTing Liu、XiGeng Zhou

  DOI：10.1007/s11426-013-5042-2

  日期：2014.2

  Iron-catalyzed direct reduction of allylic halides with benzylic alcohol was achieved, providing a new, simple, and efficient method for conducting highly regioselective hydrodehalogenation. This method not only features a readily available reductant, an inexpensive catalyst, simple manipulation, and good tolerance of functional groups including nitriles, nitro, esters, and methoxyl groups, it also

  实现了铁催化的苄醇对烯丙基卤的直接还原，为进行高区域选择性加氢脱卤提供了一种新的，简单而有效的方法。该方法不仅具有易于获得的还原剂，廉价的催化剂，简单的操作以及对腈，硝基，酯和甲氧基等官能团的良好耐受性，而且反应条件温和并且具有完全的区域选择性，因为只有卤化物位于盟友位置减少。或者，该方法可以用于将苄醇选择性转化为芳族醛而不会过度氧化为羧酸。
• Rapid Selective Defunctionalization of the Carbonyl Group of <i>α,β</i>-Unsaturated Ketones with Trialkoxylsilane/ZnX₂
  作者：Jiayun Li、Jiajian Peng、Ying Bai、Lingzhen Chen、Guoqiao Lai

  DOI：10.1080/10426507.2010.536188

  日期：2011.8.1