(E)-N-phenylhex-2-enamide | 1483-36-9

• 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)-N-phenylhex-2-enamide
• 英文别名: 2-Hexenamide, N-phenyl-
• CAS: 1483-36-9
• 化学式: C₁₂H₁₅NO
• mdl: MFCD24391632
• 分子量: 189.257
• InChiKey: JPDYMCJJYVECJY-BJMVGYQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-N-phenylhex-2-enamide 、 1-碘己烷 在 potassium fluoride 、 nickel(II) nitrate hexahydrate 、 C₂₆H₂₈N₂O₂ 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 48.0h， 以82%的产率得到
  参考文献：
  名称：

  Catalytic Asymmetric Hydroalkylation of α,β-Unsaturated Amides Enabled by Regio-Reversed and Enantiodifferentiating syn-Hydronickellation

  摘要：

  DOI：

  10.1021/acscatal.1c02299
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 (E)-N-phenylhex-2-enamide
  参考文献：
  名称：

  Pathogenicity of fungi isolated from Quercus suber in Catalonia (NE Spain)

  摘要：

  Summary Thirty‐four fungal species isolated from cork oak (Quercus suber) in Catalonia (NE Spain) during 1992–95 were tested for pathogenicity either in stem, leaf or root inoculations. Eleven species were found to be pathogenic on stem: Biscogniauxia mediterranea, Botryosphaeria stevensii, Diatrype cf. stigma, Endothia gyrosa, Fusarium solani, Graphium sp., Ophiostoma quercus, Phomopsis sp., Phytophthora cinnamomi, Sporendocladia bactrospora and an unidentified Coelomycete. Three fungi showed pathogenic effects on leaves: Dendrophoma myriadea, Lembosia quercina and Phomopsis quercella. No clear pathogenic effects were detected in the root inoculation experiment. Trunk pathogens were differentiated into two groups according to the effects induced in the inoculated plants; B. stevensii, Phomopsis sp. and P. cinnamomi caused the death of the inoculated plants and induced the formation of large cankers and vascular necroses. The other pathogenic species also produced severe cankers and vascular lesions, but no significant mortality was detected. Water stress increased the lesions caused by B. mediterranea and Phomopsis sp., but limited those of P. cinnamomi and the rest of the inoculated fungi. However, water stress did not significantly affect the damage caused by B. stevensii, which was the most virulent of the species tested. Leaf pathogens only showed their effects if the leaf cuticle was previously damaged. Lembosia quercina caused small dark lesions whereas D. myriadea and P. quercella produced large necrotic areas in well‐watered plants. The lesions caused by the last two fungi were reduced by water stress.

  DOI：

  10.1046/j.1439-0329.2000.00208.x

文献信息

• Synthesis of Linear α,β-Unsaturated Amides from Isocyanates and Alkenylaluminum Reagents
  作者：Xiao-Feng Wu、Bo Chen

  DOI：10.1055/s-0037-1610753

  日期：2020.5

  A new approach has been developed for the synthesis of linear α,β-unsaturated amides by the direct coupling of isocyanates with alkenylaluminum reagents. At room temperature, the desired α,β-unsaturated amides were isolated in good to excellent yields with good functional-group tolerance in the absence of any catalyst or additive.

  通过异氰酸酯与链烯基铝试剂的直接偶联，开发了一种用于合成线性 α,β-不饱和酰胺的新方法。在室温下，在没有任何催化剂或添加剂的情况下，所需的 α,β-不饱和酰胺以良好的收率和良好的官能团耐受性分离出来。
• Rhodium-catalysed addition reaction of aryl- and alkenylboronic acids to isocyanates
  作者：Tomoya Miura、Yusuke Takahashi、Masahiro Murakami

  DOI：10.1039/b709203b

  日期：——

  The addition reaction of aryl- and alkenylboronic acids to isocyanates is catalysed by a rhodium(I) complex, affording secondary amides under mild conditions.

  芳基和烯基硼酸与异氰酸酯的加成反应由铑（I）配合物催化，在温和条件下提供仲酰胺。
• Efficient copper-catalyzed Michael addition of acrylic derivatives with primary alcohols in the presence of base
  作者：Feng Wang、Haijun Yang、Hua Fu、Zhichao Pei

  DOI：10.1039/c2cc37595h

  日期：——

  A novel and efficient copper-catalyzed Michael addition of acrylic derivatives with primary alcohols in the presence of base has been developed. The protocol uses readily available acrylic derivatives and primary alcohols as the starting materials, inexpensive CuCl2 as the catalyst, and the corresponding addition products were obtained in moderate to excellent yields.

  开发了一种新颖且高效的铜催化丙烯酸衍生物与醇类的迈克尔加成反应，该反应在碱的存在下进行。该方法使用容易获得的丙烯酸衍生物和初级醇作为起始材料，以廉价的CuCl2作为催化剂，得到相应的加成产物，产率中等至优良。
• Amidation of Enones via Beckmann Rearrangement
  作者：Saumya Verma、Vikram Singh、Jawahar L. Jat、Bhoopendra Tiwari

  DOI：10.1021/acs.joc.3c02478

  日期：2024.6.7

  The Beckmann reaction is one of the most atom-economical methods for the preparation of amides from ketones. Unlike ketones, the multiple competing reactivities of enones as well as the requirement of demanding reaction conditions for in situ generation of oximes have severely impacted the application of this reaction for the preparation of α,β-unsaturated amides. Herein, we describe the first chemoselective

  贝克曼反应是从酮制备酰胺的最经济的原子方法之一。与酮不同，烯酮的多种竞争反应性以及原位生成肟对反应条件的要求严重影响了该反应在制备α,β-不饱和酰胺中的应用。在此，我们描述了使用N- Boc- O-甲苯磺酰羟胺将烯酮直接转化为相应的 α,β-不饱和酰胺的第一种化学选择性方法。
• 44. Electrolytic reduction of organic compounds. Part I. Analogies between cathodic reduction and the action of dissolving metals. Reduction of sorbic acid
  作者：Elias Isaacs、Christopher L. Wilson

  DOI：10.1039/jr9360000202

  日期：——