| 1450626-62-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1450626-62-6
• 化学式: C₁₄H₁₄FNO₆
• 分子量: 311.267
• InChiKey: OBCZELJOEMOKGC-UHFFFAOYSA-N

物化性质

• 沸点：
  449.2±45.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  95.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-吡啶乙酸乙酯 、 在 三乙胺 作用下， 以 乙腈 为溶剂， 以92%的产率得到ethyl 3-(2-ethoxy-2-oxoethyl)-2-(4-fluorophenyl)indolizine-1-carboxylate
  参考文献：
  名称：

  Functionalized heterocyclic scaffolds derived from Morita–Baylis–Hillman Acetates

  摘要：

  五系列具有非凡结构多样性的杂环化合物已从相同的莫里塔-贝利斯-希尔曼醋酸酯（MBHAs）区域特异性合成。MBHAs的四个潜在电亲核位点（α、β、γ、δ）均已被证明具有反应性。

  DOI：

  10.1039/c3cc43285h

文献信息

• Synthesis of imidazoles via cascade reaction of nitroallylic acetates with amidines and studies on their trypanocidal activity
  作者：Tarun Kumar、Deepti Verma、Rubem F. S. Menna-Barreto、Wagner O. Valença、Eufrânio N. da Silva Júnior、Irishi N. N. Namboothiri

  DOI：10.1039/c4ob02561j

  日期：——

  aza-SN2′-intramolecular aza-Michael addition involving a variety of Morita–Baylis–Hillman acetates of nitroalkenes and amidines in the presence of DABCO at room temperature. The synthetic and biological utility of the products has been demonstrated. In particular, some of the imidazoles exhibited potent activity against T. cruzi, the etiological agent of Chagas disease.

  高取代咪唑的一锅两步合成法首次成功地通过级联分子间氮杂-S N 2'-分子间氮杂-迈克尔加成反应进行，涉及各种森田-贝利斯-希尔曼在室温下，在DABCO存在下，硝基烯烃和alk的乙酸盐。产品的合成和生物学用途已得到证明。特别地，一些咪唑显示出对南美锥虫病的致病性克鲁格氏菌的有效活性。
• Cascade Reaction of Morita–Baylis–Hillman Acetates with 1,1-Enediamines or Heterocyclic Ketene Aminals: Synthesis of Highly Functionalized 2-Aminopyrroles
  作者：Jin Liu、Qi Li、Zheng-Mao Cao、Yi Jin、Jun Lin、Sheng-Jiao Yan

  DOI：10.1021/acs.joc.8b02594

  日期：2019.2.15

  for the construction of two kinds of fully substituted pyrroles, including 2-aminopyrroles and bicyclic pyrroles from Morita–Baylis–Hillman (MBH) acetates with 1,1-enediamines (EDAMs), or heterocyclic ketene aminals (HKAs) via base-promoted tandem Michael addition, elimination, and aromatization sequence has been developed, affording the expected products in moderate to excellent yields. This methodology

  一种新的策略，用于构建两种完全取代的吡咯，包括2-氨基吡咯和Morita–Baylis–Hillman（MBH）乙酸与1,1-二烯胺（EDAM）或杂环烯酮缩醛（HKA）的双环吡咯促进了串联的迈克尔加成，消除和芳构化顺序，从而以中等到极好的收率提供了预期的产品。该方法是一种高效，简捷的方法，可在中等反应条件下从可及的结构单元中获得分子结构多样性的2-氨基吡咯或双环吡咯。
• Imidazoles from nitroallylic acetates and α-bromonitroalkenes with amidines: synthesis and trypanocidal activity studies
  作者：Elumalai Gopi、Tarun Kumar、Rubem F. S. Menna-Barreto、Wagner O. Valença、Eufrânio N. da Silva Júnior、Irishi N. N. Namboothiri

  DOI：10.1039/c5ob01444a

  日期：——

  Cascade reactions of amidines with nitroallylic acetates and α-bromonitroalkenes provide potentially bioactive imidazoles in good to excellent yields in most cases. While 2,4-disubstituted imidazol-5-yl acetates are formed in the first case, 2,4-disubstituted imidazoles, bearing no substituent at position 5, are the products in the second case. These two series of imidazoles, viz. 2,4,5-trisubstituted

  在大多数情况下，am与乙酸烯丙酯和α-溴硝基烯烃的级联反应可提供潜在的具有生物活性的咪唑，其收率良好至极佳。在第一种情况下形成2,4-二取代的咪唑-5-基乙酸盐，而在第二种情况下形成2,4-二取代的咪唑，它们在5位不带取代基。这两个咪唑系列，即。筛选了2,4,5-三取代和2,4-二取代的抗原生动物寄生虫克氏锥虫的活性，锥虫是南美锥虫病的病因。多达三种化合物的活性与标准苯并咪唑一样，而另外两种化合物的活性则高2–3倍，这突出了取代的咪唑的潜力，它很容易从硝基烯烃中获得，并可能是抗寄生虫药。
• Access to 4,6-Diarylpicolinates via a Domino Reaction of Cyclic Sulfamidate Imines with Morita–Baylis–Hillman Acetates of Nitroolefins/Nitrodienes
  作者：Debashis Majee、Soumen Biswas、Shaikh M. Mobin、Sampak Samanta

  DOI：10.1021/acs.joc.6b00472

  日期：2016.5.20

  An interesting domino reaction of 5-membered cyclic sulfamidate imines with a variety of Morita–Baylis–Hillman acetates of nitroolefins/nitrodienes in the presence of DABCO as an organic base at 55 °C is reported for the first time. This new synthetic strategy provides a series of pharmacologically interesting 4,6-diarylpicolinates in high to excellent yields and allows several compatible functionalities

  首次报道了在55°C下DABCO作为有机碱存在下，五元环状氨基磺酸亚胺与各种森田-贝利斯-希尔曼的硝基烯烃/硝基二烯乙酸酯发生有趣的多米诺反应。这种新的合成策略以高产率至优异产率提供了一系列药理学上令人感兴趣的4,6-二芳基吡啶甲酸，并允许在芳基环上实现多种相容性官能团。此外，已经通过独特的方法以高化学产率制备了生物学上令人感兴趣的咪唑并[1,2- a ]吡啶（嘧啶衍生物）。
• An Unusual Route to Synthesize Indolizines through a Domino S _N 2/Michael Addition Reaction Between 2‐Mercaptopyridine and Nitroallylic Acetates
  作者：Suparna Roy

  DOI：10.1002/ejoc.201801426

  日期：2019.1.31

  An unusual reaction between 2‐mercaptopyridine and nitroallylic acetates has been demonstrated. The reaction is initiated by a domino sequence including an SN2 reaction at tertiary center followed by a Michael addition and removal of sulfur moiety to deliver substituted indolizines.

  已证明2-巯基吡啶与乙酸烯丙酯之间存在异常反应。该反应由在三级中心包括S N 2反应的多米诺序列引发，然后进行迈克尔加成并去除硫部分以递送取代的吲哚嗪。