(2-methyl-4,5-diphenyl-1H-pyrrol-3-yl)(phenyl)methanone | 1388180-73-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-methyl-4,5-diphenyl-1H-pyrrol-3-yl)(phenyl)methanone
• 英文别名: (2-methyl-4,5-diphenyl-1H-pyrrol-3-yl)-phenylmethanone
• CAS: 1388180-73-1
• 化学式: C₂₄H₁₉NO
• 分子量: 337.421
• InChiKey: ZFKMWCRIALORBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯甲醛 在 potassium cyanide 、 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 (2-methyl-4,5-diphenyl-1H-pyrrol-3-yl)(phenyl)methanone
  参考文献：
  名称：

  二氧化硅硫酸催化的新型三组分反应：四取代吡咯的合成

  摘要：

  描述了在二氧化硅硫酸 (SSA) 存在下，安息香衍生物、1,3-二羰基化合物和乙酸铵的一种新颖、方便且有效的三组分反应，用于合成 2,3,4,5-四取代吡咯在无溶剂条件下。

  DOI：

  10.1055/s-0031-1290955

文献信息

• A catalyst- and solvent-free three-component reaction for the regioselective one-pot access to polyfunctionalized pyrroles
  作者：Subrahmanya Ishwar Bhat、Darshak R. Trivedi

  DOI：10.1016/j.tetlet.2013.07.153

  日期：2013.10

  A facile method for the regioselective synthesis of tetrasubstituted pyrroles, from readily accessible 1,3-dicarbonyls, benzoin derivatives and ammonium acetate, has been developed. The one-pot three-component reactions were performed to afford tetrasubstituted pyrroles under solvent- and catalyst-free conditions.

  已经开发了一种容易地从容易获得的1，3-二羰基，安息香衍生物和乙酸铵进行四取代吡咯的区域选择性合成的方法。在无溶剂和无催化剂的条件下进行一锅三组分反应，得到四取代的吡咯。
• Nickel-catalyzed formal [3 + 2]-cycloaddition of 2H-azirines with 1,3-dicarbonyl compounds for the synthesis of pyrroles
  作者：Mi-Na Zhao、Gui-Wan Ning、De-Suo Yang、Peng Gao、Ming-Jin Fan、Li-Fang Zhao

  DOI：10.1016/j.tetlet.2020.152319

  日期：2020.9

  An efficient nickel-catalyzed formal [3 + 2]-cycloaddition of 2H-azirines with 1,3-dicarbonyl compounds for the synthesis of tetrasubstituted pyrroles has been developed. This transformation involves cleavage of the CN double bond and the construction of new CC and CN bonds. The reaction employs readily available starting materials, tolerates a wide range of functional groups, and affords tetrasubstituted

  已经开发了一种有效的镍催化的2 H-叠氮基与1,3-二羰基化合物的镍[3 + 2]环加成反应，用于合成四取代的吡咯。该转变涉及C N双键的断裂和新的C C和C N键的构建。该反应使用容易获得的起始原料，耐受各种官能团，并在温和的反应条件下以高至高收率提供四取代的吡咯。进行了克级反应以证明该合成方法的放大适用性。
• Synthesis of 2,3,4,5-tetrasubstituted pyrroles and 1,4-dihydro-tetraarylpyrazines using acidic alumina as a heterogeneous catalyst
  作者：Khodabakhsh Niknam、Hashem Sharghi、Mohsen Khataminejad

  DOI：10.1007/s13738-016-0912-0

  日期：2016.11

  pyrroles were synthesized via three-component condensation reaction of benzoin derivatives, 1,3-dicarbonyl compounds, and ammonium acetate using acidic Al2O3 as an efficient and reusable heterogeneous catalyst in refluxing ethanol in high yields. Also, acidic alumina was catalyzed 1,4-dihydro-tetraarylpyrazines by the condensation reaction of benzoins and ammonium acetate in refluxing ethanol in high

  摘要利用酸性Al 2 O 3作为高效可重复使用的多相催化剂，通过苯偶姻衍生物，1，3-二羰基化合物和乙酸铵的三组分缩合反应，合成了一些新的2,3,4,5-四取代的吡咯。高产。同样，通过苯甲酸酯和乙酸铵在回流的乙醇中的缩合反应，可以高产率地催化酸性氧化铝催化1，4-二氢-四芳基吡嗪。当用于连续反应运行时，氧化铝显示出几乎相同的效率。 图形概要酸性氧化铝用作非均相酸性催化剂，用于在回流的乙醇中合成四取代的吡咯。催化剂可以循环使用几次。
• Improved Catalyst-Free Synthesis of Pyrrole Derivatives in Aqueous Media
  作者：Fatemeh Tamaddon、Farideh Amirpoor

  DOI：10.1055/s-0033-1339294

  日期：——

  An improved catalyst-free, three-component reaction of ammonium acetate, 1,3-dicarbonyl compounds, and aromatic a-hydroxycarbonyl compounds has been carried out in water-ethanol (50:50) under reflux conditions. The improvement of yield in this aqueous medium is attributed to a combination of increased association of the reactants by hydrophobic interactions and precipitation of the product during the reaction. This operationally simple procedure is less laborious and provides a better scope and chemoselectivity than previously reported procedures.