2-isopropyl-5-(p-tolyl)-1H-pyrrole | 1426438-92-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-isopropyl-5-(p-tolyl)-1H-pyrrole
• 英文别名: 2-(4-methylphenyl)-5-propan-2-yl-1H-pyrrole
• CAS: 1426438-92-7
• 化学式: C₁₄H₁₇N
• 分子量: 199.296
• InChiKey: QXSNKHLNHNNFBH-UHFFFAOYSA-N

物化性质

• 沸点：
  343.0±21.0 °C(Predicted)
• 密度：
  0.999±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  DL-2-氨基-3-甲基-1-丁醇 、 1-(4-甲基苯基)-1-乙醇 在 C₁₆H₃₈Cl₄Co₂N₂S₄ 、 potassium tert-butylate 作用下， 以 间二甲苯 为溶剂， 反应 24.0h， 以85%的产率得到2-isopropyl-5-(p-tolyl)-1H-pyrrole
  参考文献：
  名称：

  氨基醇与醇的钴催化无受体脱氢偶联：直接获得吡咯，吡啶和吡嗪衍生物

  摘要：

  在这里，第一个实例报道了一种新的，分子定义的SNS-钴（II）催化剂，用于未保护的氨基醇与仲醇的无受体脱氢偶联（ADC），从而生成吡咯和吡啶衍生物。

  DOI：

  10.1039/c7cc07427a

文献信息

• PHOSPHINE FREE COBALT BASED CATALYST, PROCESS FOR PREPARATION AND USE THEREOF
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：US20200384451A1

  公开（公告）日：2020-12-10

  The present invention discloses a phosphine free cobalt based catalyst of formula (I) and a process for preparation thereof. The present invention further discloses a process for the synthesis of aromatic heterocyclic compounds of formula (II) and pyrazine derivative using the phosphine free cobalt based catalyst of formula (I).

  本发明公开了一种无膦钴基催化剂的化学式(I)及其制备方法。本发明还公开了一种使用无膦钴基催化剂的化学式(I)合成芳香杂环化合物的方法(II)和吡嗪衍生物的方法。
• Well-Defined Phosphine-Free Manganese(II)-Complex-Catalyzed Synthesis of Quinolines, Pyrroles, and Pyridines
  作者：Ankur Maji、Shivangi Gupta、Milan Maji、Sabuj Kundu

  DOI：10.1021/acs.joc.2c00167

  日期：2022.7.1

  Herein, we report a simple, phosphine-free, and inexpensive catalytic system based on a manganese(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles, and pyridines from amino alcohols and ketones. Several control experiments, kinetic studies, and DFT calculations were carried out to support the plausible reaction mechanism. We also detected two potential intermediates

  在此，我们报告了一种基于锰 (II) 配合物的简单、无膦且廉价的催化系统，用于从氨基醇和酮合成不同的重要 N-杂环化合物，如喹啉、吡咯和吡啶。进行了几个控制实验、动力学研究和 DFT 计算以支持合理的反应机制。我们还使用 ESI-MS 分析检测到催化循环中的两种潜在中间体。基于这些研究，提出了一种金属-配体协同机制。
• CuO NPs catalyzed synthesis of quinolines, pyridines, and pyrroles via dehydrogenative coupling strategy
  作者：Shivangi Gupta、Ankur Maji、Dibyajyoti Panja、Mita Halder、Sabuj Kundu

  DOI：10.1016/j.jcat.2022.08.009

  日期：2022.9

  Copper oxide nanoparticles catalyzed efficient synthesis of quinolines, pyridines, and pyrroles via alcohol dehydrogenative coupling strategy are reported. Employing this catalytic system, various functionalized quinolines, pyridines, and pyrroles were synthesized efficiently from different amino alcohols with a diverse range of ketones. A number of control experiments were performed to shed light

  报道了氧化铜纳米颗粒通过醇脱氢偶联策略催化高效合成喹啉、吡啶和吡咯。使用这种催化体系，各种官能化的喹啉、吡啶和吡咯由不同的氨基醇和多种酮有效合成。进行了许多对照实验以阐明该机制。该催化剂循环使用至第 6次，值得注意的是，未观察到其催化活性有显着损失。
• Role of aurone ligands in microwave enhanced Mn (<scp>II</scp>) and Co (<scp>II</scp>) catalyzed dehydrogenative coupling reaction: An efficient ligand for the synthesis of quinoline, pyridine, and pyrrole
  作者：Shachi Mishra、Chandan Prakash、Bhartendu Pati Tripathi

  DOI：10.1002/jhet.4769

  日期：2024.3

  The role of new series of phosphine-free aurone ligands have been investigated in microwave-enhanced Mn (II) and Co (II) dehydrogenative coupling reactions. Various heterocyclic compounds such as Quinoline, pyridine, and pyrrole have been synthesized and characterized by NMR spectroscopy. The synthesized ligands (L1–L4) with Mn(II) and Co (II) salt showed excellent catalytic activity and proved to

  研究人员研究了新系列无膦Aurone配体在微波增强Mn(II)和Co(II)脱氢偶联反应中的作用。各种杂环化合物如喹啉、吡啶和吡咯已被合成并通过核磁共振波谱进行表征。合成的Mn(II)和Co(II)盐配体( L1 – L4 )表现出优异的催化活性，并被证明对脱氢偶联反应非常有效。这种合成方法涉及金属配体络合物的原位形成，并通过质谱法进行分析。所开发的方案对多种底物（包括脂肪酮、杂环化合物和空间位阻酮偶联伙伴）具有良好的耐受性。
• The Dual Role of Ruthenium and Alkali Base Catalysts in Enabling a Conceptually New Shortcut to <i>N</i>-Unsubstituted Pyrroles through Unmasked α-Amino Aldehydes
  作者：Kazuki Iida、Takashi Miura、Junki Ando、Susumu Saito

  DOI：10.1021/ol4001262

  日期：2013.4.5

  A virtually salt-free and straightforward bimolecular assembly giving N-unsubstituted pyrroles through fully unmasked a-amino aldehydes, which was enabled by the dual effects of a catalytic ruthenium complex and an alkali metal base, is reported. Either solvent-free or acceptorless dehydrogenation facilitates high atom, step, and pot economy, which are otherwise difficult to achieve in multistep operations involving protection/deprotection.