(4-nitrophenyl)-(3-phenylallylidene)-amine

• 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: (4-nitrophenyl)-(3-phenylallylidene)-amine
• 英文别名: N-Cinnamyliden-4-nitro-anilin；N-Cinnamal-m-nitroanilin；N-cinnamylidene-4-nitro-aniline；Zimtaldehyd-(4-nitro-phenylimin)；N-(4-nitrophenyl)-3-phenylprop-2-en-1-imine
• 化学式: C₁₅H₁₂N₂O₂
• 分子量: 252.272
• InChiKey: RXBUYUMXXZKCCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-nitrophenyl)-(3-phenylallylidene)-amine 在 三乙胺 、 对甲苯磺酰氯 作用下， 以 甲醇 为溶剂， 生成 2-azido-3-(4-nitro-phenylamino)-5-phenyl-pent-4-enoic acid methyl ester
  参考文献：
  名称：

  β-Lactam-synthon-interceded diastereoselective synthesis of novel thioxo-imidazolines: a convenient access to functionally decorated 4,5-dihydro-imidazoles

  摘要：

  The manuscript describes a facile synthesis of an equimolar diastereomeric mixture of 2-thioxo-imidazolines via beta-lactam synthon approach using racemic N-aryl beta-lactams. The diastereoselectivity in the reaction has been introduced by initially synthesizing 3-isothiocyanato-beta-lactams with methoxide assisted amidolysis and intramolecular cyclization. The synthesized diastereoselective trans-2-thioxo-imidazolines were easily converted into diversely functionalized 4,5-dihydro-imidazoles through usual synthetic transformations without the aid of any protic or Lewis acid conditions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.089
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氯苯 作用下， 生成 (4-nitrophenyl)-(3-phenylallylidene)-amine
  参考文献：
  名称：

  2,3-PYRROLIDINEDIONES. II. THERMAL DECOMPOSITION

  摘要：

  DOI：

  10.1021/jo01132a007

文献信息

• One-pot, three-component synthesis of highly functionalized pyrimidone derivatives and access to indole fused pyrimidones via palladium-catalyzed intramolecular Heck reaction
  作者：Ming Lei、Wan Tian、Wei Li、Ping Lu、Yanguang Wang

  DOI：10.1016/j.tet.2014.04.023

  日期：2014.6

  A simple and facile approach to highly functionalized pyrimidone derivatives and indole fused pyrimidones has been developed. The synthesis of substituted pyrimidone derivatives in moderate to good yields involves [4+2] cycloaddition of 1,4-dipoles generated from α,β-unsarurated imines and dimethyl acetylenedicarboxylate (DMAD) with isocyanates as dipolarophiles. Furthermore, the pyrimidones resulted

  已经开发出一种简单且容易的方法来制备高度官能化的嘧啶酮衍生物和吲哚稠合的嘧啶酮。以中等至良好的产率合成取代的嘧啶酮衍生物涉及[4 + 2]，将由α，β-未饱和的亚胺和乙炔二羧酸二甲酯（DMAD）生成的1,4-偶极与异氰酸酯作为双极性亲和剂进行环加成。此外，在不同条件下，通过分子内钯催化的Heck反应，可以将由2-溴苯基异氰酸酯产生的嘧啶酮转化为各种吲哚稠合的嘧啶酮。
• One-pot, three-component synthesis of highly functionalized 1,3-oxazine derivatives from α,β-unsaturated imine, alkyne, and aldehyde
  作者：Ming Lei、Zujin Zhan、Wan Tian、Ping Lu

  DOI：10.1016/j.tet.2012.02.041

  日期：2012.4

  The 1,4-dipoles generated from imines and DMAD have been shown to react efficiently with benzylaldehyde dipolarphiles in one-pot [4+2] annulation resulting in the diversity oriented synthesis of 1,3-oxazine derivatives in good to excellent yields.

  由亚胺和DMAD生成的1,4-偶极子已显示与一锅[4 + 2]环中的苄醛偶极亲子有效反应，从而导致了1,3-恶嗪衍生物的多样性导向合成，收率良好至极佳。
• Synthesis of β-Phosphinolactams from Phosphenes and Imines
  作者：Xingyang Fu、Xinyao Li、Jiaxi Xu

  DOI：10.1021/acs.orglett.1c03182

  日期：2021.11.19

  Various cis-β-phosphinolactams are synthesized stereoselectively for the first time from imines and diazo(aryl)methyl(diaryl)phosphine oxides under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo the Wolf rearrangement to generate phosphenes. Imines nucleophilically attack the phosphenes followed by an intramolecular nucleophilic addition via less steric transition states

  在微波辐射下，首次从亚胺和重氮（芳基）甲基（二芳基）氧化膦立体选择性地合成了各种顺式-β-膦内酰胺。重氮（芳基）甲基（二芳基）氧化膦首先经历沃尔夫重排以生成膦。亚胺亲核攻击膦，然后通过较少的空间过渡态进行分子内亲核加成，得到最终的顺式-β-膦内酰胺。C-苯乙烯亚胺通常以比C-芳基亚胺更高的产率产生 β-膦内酰胺。通过 DFT 理论计算对立体选择性和提出的机制进行了合理化。
• Application of magnetic Fe₃O₄nanoparticles as a reusable heterogeneous catalyst in the synthesis of β-lactams containing amino groups
  作者：Aleme Moslehi、Maaroof Zarei

  DOI：10.1039/c9nj02759a

  日期：——

  The catalytic activity of magnetic Fe₃O₄nanoparticles to promote the reduction of β-lactams containing nitroaryl groups to β-lactams containing aminoaryl groups in ethanol was reported. This methodology is convenient and green.

  磁性Fe3O4纳米颗粒在乙醇中促进含硝基芳基的β-内酰胺类化合物还原为含氨基芳基的β-内酰胺类化合物的催化活性被报道。这种方法方便且环保。
• Antileishmanial, Antimicrobial and Antifungal Activities of Some New Aryl Azomethines
  作者：Yasser M.S.A. Al-Kahraman、Hassan. M.F. Madkour、Dildar Ali、Masoom Yasinzai

  DOI：10.3390/molecules15020660

  日期：——

  A series of eighteen azomethines has been synthesized by the reaction of appropriate primary aromatic amines with aryl and/or heteroaryl carboxaldehydes. The synthesized azomethines have been evaluated for their in vitro antileishmanial, antibacterial and antifungal activities. The results revealed some antifungal activity of most of the synthesized compounds, whereas the antileishmaniasis activity results highlighted that all synthesized azomethines inhibited parasite growth and most of them showed highly potent action towards Leishmania major promastigotes. No remarkable bactericidal activities were observed.

  合成了一系列十八种腙，由适当的主要芳香胺与芳香和/或杂芳香羧醛反应得到。合成的腙已被评估其体外抗利什曼病、抗菌和抗真菌活性。结果显示大多数合成化合物具有一定的抗真菌活性，而抗利什曼病活性结果则突显所有合成腙均抑制寄生虫生长，其中大多数对利什曼ia major 前鞭毛体表现出高度的有效性。未观察到显著的杀菌活性。