1-(4-Chlorphenyl)-2-nitrobut-1-en

• 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: 1-(4-Chlorphenyl)-2-nitrobut-1-en
• 英文别名: 4-Chlor-1-β-nitrobutenyl-benzol；1-(p-Chlorphenyl)-2-nitro-buten；β-Ethyl-β-nitro-p-chlorstyrol；4-Chlor-1-(2-nitro-but-1-enyl)-benzol；1ξ-(4-chloro-phenyl)-2-nitro-but-1-ene；1ξ-(4-Chlor-phenyl)-2-nitro-but-1-en；1-chloro-4-(2-nitro-1-butenyl)benzene；2-Nitro-1-(4-chlor-phenyl)-but-1-en；1-p-chloro-phenyl-2-nitro-1-butene；1-Chloro-4-(2-nitrobut-1-enyl)benzene
• 化学式: C₁₀H₁₀ClNO₂
• 分子量: 211.648
• InChiKey: RKBUYMHZOVVQJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  1-(4-Chlorphenyl)-2-nitrobut-1-en 生成 4-p-chlorophenyl-5-ethyl-3-phenyl-2-pyrrolidinone
  参考文献：
  名称：

  Derivatives of 2-pyrrolidinone

  摘要：

  公式为##SPC1##的苯基-2-吡咯烷酮，其中R为卤素或三氟甲基，R.sub.1为较低的烷基，较低的烯基，较低的炔基，苯基或卤代苯基，R.sub.2为氢，较低的烷基或苯基，R.sub.3为氢，较低的烷基，较低的烯基，较低的炔基，环戊基或苄基，以及其顺反异构体，在中枢神经系统上具有活性。特别是它们具有有价值的抗焦虑和抗抑郁特性。提供了它们的制备过程。

  公开号：

  US03956314A1
• 作为产物：
  描述：

  4-氯苯甲醛 、 硝基丙烷 在 正丁胺 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以23%的产率得到1-(4-Chlorphenyl)-2-nitrobut-1-en
  参考文献：
  名称：

  Rearrangement of 3-alkylidene-2-siloxy-tetrahydro-1,2-oxazines (ASENA). A new approach toward the synthesis of 3-α-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines

  摘要：

  A new approach toward the synthesis of 3-alpha-hydroxyalkyl-5,6-dihydro-4H-1,2-oxazines 1 from available 5,6-dihydro-4H-1,2-oxazine N-oxides 2 has been described. The key step of the process-the rearrangement of 3-alkiliden-2-siloxy-tetrahydro-1,2-oxazines 3 (ASENA)-was thoroughly investigated. Optimal experimental conditions were developed. A possible pathway of the ASENA rearrangement was proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.082

文献信息

• Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane
  作者：Alexey L. Trifonov、Artem A. Zemtsov、Vitalij V. Levin、Marina I. Struchkova、Alexander D. Dilman

  DOI：10.1021/acs.orglett.6b01641

  日期：2016.7.15

  triphenylphosphine, and DMPU serves as a source of difluorinated phosphorus ylide Ph3P═CF2 under mild conditions. The system was used to effect nucleophilic difluoromethylation of ketones and nitro alkenes. The reaction efficiency is believed to be associated with Lewis acidic activation of the substrates by a silylium species formed upon generation of the phosphorus ylide.

  的组合（溴二氟甲基）三甲基硅烷（ME 3 SICF 2 BR），三苯基膦，和DMPU充当的二氟化磷叶立德博士源3 P═CF 2温和的条件下。该系统用于实现酮和硝基烯烃的亲核二氟甲基化。据信反应效率与通过在产生磷内鎓盐时形成的甲硅烷基物质对底物的路易斯酸活化有关。
• Diastereoselectivity in the triethylamine-catalyzed sulfa-Michael addition of thiols to nitroalkenes: kinetic and thermodynamic control
  作者：Jiandong Wang、Ning Chen、Jiaxi Xu

  DOI：10.1016/j.tet.2015.04.053

  日期：2015.6

  sulfa-Michael addition of nitroalkenes and thiols was investigated. The sulfa-Michael addition is kinetic control at the beginning and thermodynamic control at the end for less bulky reactants. Thus, kinetic and thermodynamic-controlled adducts can be obtained as major products by controlling the reaction time in those cases. Linear nitroalkenes generally produce anti-adducts as major kinetic products due

  研究了三乙胺催化的磺基-迈克尔加成硝基烯烃和硫醇的非对映选择性。磺胺-迈克尔加成反应从一开始就是动力学控制，最后是热力学控制，以减少体积较大的反应物。因此，在这些情况下，通过控制反应时间，可以得到动力学和热力学控制的加合物作为主要产物。线性硝基烯烃一般产生抗由于有利的空间和立体电子效应-adducts作为主要的动力学的产品，但非对映选择性与位于邻位烯属碳的硝基的取代基的空间位阻的增加明显降低，甚至导致顺式加成物作为主要的动力学产品。1-硝基环己烯使顺式-加合物，其差向异构化成更稳定的反式-加合物通过热力学平衡主要产物。但是，涉及大反应物的迈克尔加成反应通常较慢，导致直接产生热力学加合物。
• Reactivity of four-membered cyclic nitrones in 1,3-cycloaddition reactions. X-Ray crystal structure of 7-(2,6-dichlorophenyl)-N,N-diethyloctahydro-6-methyl-1,3-dioxo-2-phenylazeto[1,2-b]pyrrolo[3,4-d]isoxazole-6-carboxamide
  作者：Peter J. S. S. van Eijk、Willem Verboom、Frank C. J. M. van Veggel、David N. Reinhoudt、Sybolt Harkema

  DOI：10.1002/recl.19881070308

  日期：——

  diethyl maleate yielded the corresponding azeto[1,2-b]pyrrolo[3,4-d]isoxazole derivatives, 8 and 9, respectively. The exclusive formation of the exo-conformation of the cycloadducts was unequivocally proven by X-ray analysis of 8a. Reaction of 2a with methyl 2-propenoate (methyl acrylate) and 3-buten-2-one (methyl vinyl ketone) gave regio- and stereoselectively the corresponding exo-5′-isoxazolidine

  四元环硝酮1和2与乙炔二羧酸二甲酯反应，生成相应的环加合物3,4。2a与苯乙炔反应后，获得5'-取代的异恶唑啉衍生物5。2a与丙酸甲酯的反应分别生成4'-和5'-环加合物δ，7和6的1：4混合物。的反应2a-c中与N-苯基马来酰亚胺和的图2a与马来酸二乙酯，得到相应azeto [1,2-b]吡咯并[3,4-d]异恶唑衍生物，8和9， 分别。Xa射线分析8a明确证明了环加合物的exo-构象的排他性形成。的反应图2a用甲基-2-丙烯酸酯（甲基丙烯酸酯）和3-丁烯-2-酮（甲基乙烯基酮），得到区域选择性和立体选择性地对应的外-5'-异恶唑烷cycloadducts，10和11，分别。环加合物的立体化学由1 H NMR数据推导。炔烃和烯烃双极性亲和剂均从空间较少受阻的一侧接近四元环硝酮，导致所获得的环加合物的（区域和）立体选择性形成。
• Facile synthesis of various substituted taurines, especially syn- and anti-1,2-disubstituted taurines, from nitroolefins
  作者：Ning Chen、Jiaxi Xu

  DOI：10.1016/j.tet.2012.01.031

  日期：2012.3

  Taurine and substituted taurines present a group of important structural elements in many natural products. Various substituted taurines, including 1- and 2-substituted, 1,1-, syn-1,2-, and anti-1,2-disubstituted taurines, were synthesized from the corresponding nitroolefins via Michael addition with thioacetic acid, oxidation with peroxyformic acid, and the catalytic hydrogenation under the catalysis of palladium on carbon or platinum dioxide. It is a general, versatile, and salt-free method for the preparation of substituted taurines, especially for syn- and anti-1,2-disubstituted taurines and some taurines with more bulky substituents. The stereostructures of both syn- and anti-1,2-disubstituted taurines were deduced from the nitroalkyl thioacetates in the Michael addition, which were identified via the Karplus equation analysis and computational analysis, and finally confirmed by the XRD single crystal analysis. The diastereoselectivity in the Michael addition was rationalized with the Cram rule. (C) 2012 Elsevier Ltd. All rights reserved.
• Ferreira; de Pontes, 1954, vol. 12, p. 1,4
  作者：Ferreira、de Pontes

  DOI：——

  日期：——