2-ethyl-2-nitro-3-phenyloxirane

• 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: 2-ethyl-2-nitro-3-phenyloxirane
• 化学式: C₁₀H₁₁NO₃
• 分子量: 193.202
• InChiKey: QHJRXLHWTICYRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-ethyl-2-nitro-3-phenyloxirane 以72%的产率得到
  参考文献：
  名称：

  FISCHER R. H.; WEITZ H. M., SYNTHESIS , 1976, NO 1, 53-54

  摘要：

  DOI：

文献信息

• One-pot three-component protocol for the synthesis of substituted 2-aminothiazoles
  作者：Shanshan Guo、Donghong Zhao、Yue Zhu、Yongping Yu、Wenteng Chen、Guolin Zhang

  DOI：10.1080/00397911.2017.1350275

  日期：2017.10.2

  ABSTRACT Substituted 2-aminothiazoles have been synthesized from α-nitro-epoxides, cyanamide, and sodium sulfide through a facile, three-component, and ecofriendly protocol with good to excellent yields. This reaction was achieved at room temperature without any additives. A possible mechanism has also been proposed. GRAPHICAL ABSTRACT

  摘要 由 α-硝基环氧化物、氰胺和硫化钠通过简便、三组分和环保的方案合成了取代的 2-氨基噻唑，收率良好。该反应是在室温下完成的，没有任何添加剂。还提出了一种可能的机制。图形概要
• A multi-component synthesis of <i>N</i>-substituted 2-amino-3-cyano pyrroles <i>via</i> ring-opening of nitroepoxides
  作者：Xingyu Liu、Zhuang Nie、Jiaan Shao、Wenteng Chen、Yongping Yu

  DOI：10.1039/c7nj04584k

  日期：——

  A multi-component synthesis of N-substituted 2-amino-3-cyano pyrroles from nitroepoxides, amines and malononitrile has been demonstrated. The reaction proceeded well for a wide range of nitroepoxides and amines under mild conditions without transition metal catalysis via the formation of three new bonds.

  已经证明了由硝基环氧化物，胺和丙二腈多组分合成N-取代的2-氨基-3-氰基吡咯。对于各种硝基环氧化物和胺，该反应在温和条件下进行得很好，而没有通过形成三个新键的过渡金属催化。
• Efficient and facile strategy to substituted 2-aminothiazoles via ring opening of α-nitroepoxides
  作者：Yue Zhu、Qilin Wang、Haofan Luo、Guolin Zhang、Yongping Yu

  DOI：10.1016/j.tet.2018.09.005

  日期：2018.12

  A novel and efficient reaction has been developed to synthesize a set of substituted 2-aminothiazoles from α-nitroepoxides and ammonium thiocyanate. This reaction could proceed smoothly at mild condition, to afford products for a wide range of substrates with good to excellent yields. A possible mechanism has also been proposed.

  已经开发了一种新颖而有效的反应，以由α-硝基环氧化物和硫氰酸铵合成一组取代的2-氨基噻唑。该反应可以在温和的条件下平稳进行，从而以良好或优异的产率提供用于多种底物的产物。还提出了一种可能的机制。
• Highly efficient and eco-friendly protocol to functionalized imidazoles via ring-opening of α-nitro epoxides
  作者：Xiao Guo、Jiaan Shao、Huan Liu、Binhui Chen、Wenteng Chen、Yongping Yu

  DOI：10.1039/c5ra07770b

  日期：——

  A simple and direct synthesis of functionalized imidazoles from α-nitro-epoxides and amidines was developed.

  从α-硝基环氧化物和胺酰胺直接合成官能化咪唑的简单方法被开发出来。
• Facile, efficient synthesis of polysubstituted thiazoles via α-nitroepoxides and thioureas
  作者：Donghong Zhao、Shanshan Guo、Xiao Guo、Guolin Zhang、Yongping Yu

  DOI：10.1016/j.tet.2016.05.010

  日期：2016.9

  An efficient synthesis of 2,4,5-trisubstituted thiazoles via the reaction of α-nitroepoxides and thioureas under mild conditions has been developed. This reaction proceeded well at room temperature, to afford products in excellent yields for a wide range of substrate, and a possible mechanism has also been proposed.

  已经开发了在温和条件下通过α-硝基环氧化物与硫脲反应有效合成2,4,5-三取代噻唑的方法。该反应在室温下进行得很好，从而为广泛的底物提供了具有优异收率的产物，并且还提出了一种可能的机理。