4-(4-(tert-butyl)phenyl)-2,6-diphenylpyrimidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(4-(tert-butyl)phenyl)-2,6-diphenylpyrimidine
• 英文别名: 4-(4-Tert-butylphenyl)-2,6-diphenylpyrimidine；4-(4-tert-butylphenyl)-2,6-diphenylpyrimidine
• 化学式: C₂₆H₂₄N₂
• 分子量: 364.49
• InChiKey: IKPWVZGWKSBADX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-叔-丁基苄胺 在 aluminum (III) chloride 、 氧气 、 caesium carbonate 作用下， 120.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 生成 4-(4-(tert-butyl)phenyl)-2,6-diphenylpyrimidine
  参考文献：
  名称：

  Base-promoted formal [4 + 1+1] annulation of aldehyde, N -benzyl amidine and DMSO toward 2,4,6-triaryl pyrimidines

  摘要：

  A base-promoted formal [4 + 1+1] annulation of aldehyde, N-benzyl amidine and DMSO was developed, leading to a series of 2,4,6-triaryl pyrimidines in moderate to good yields. Notably, DMSO served as a methine source, which was activated by base rather than either Lewis acid or electrophile. Molecular O-2 was the sole eco-friendly oxidant during this procedure. (C) 2017 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2017.11.020

文献信息

• Transition-metal-free selective pyrimidines and pyridines formation from aromatic ketones, aldehydes and ammonium salts
  作者：Jinjin Chen、Huanxin Meng、Feng Zhang、Fuhong Xiao、Guo-Jun Deng

  DOI：10.1039/c9gc02077b

  日期：——

  An efficient synthesis of pyrimidines and pyridines has been developed from readily available aromatic ketones, aldehydes and ammonium salts under transition-metal-free conditions. In this strategy, ammonium salts were used as nitrogen sources and only water was generated as a nontoxic byproduct. A catalytic amount of NaIO4 played an important role in the selectivity control, whereas substituted pyridines

  在无过渡金属的条件下，由容易获得的芳族酮，醛和铵盐已开发出嘧啶和吡啶的有效合成方法。在该策略中，铵盐用作氮源，仅水作为无毒副产物产生。催化量的NaIO 4在选择性控制中起重要作用，而在不存在吡啶的情况下主要形成取代的吡啶。
• Base-Mediated Three-Component Tandem Reactions for the Synthesis of Multisubstituted Pyrimidines
  作者：Dongqing Liu、Wei Guo、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/acs.joc.7b02113

  日期：2017.12.15

  A base-mediated three-component tandem reaction for the synthesis of multisubstituted pyrimidines from amidines, aryl alkynes, and aldehydes in a one-pot manner has been developed. Advantages of this transformation include being transition-metal-free, high efficiency, available starting materials, and being environmentally friendly.

  已经开发了一种碱介导的三组分串联反应，该反应可通过一锅法从am，芳基炔烃和醛合成多取代的嘧啶。这种转变的优势包括无过渡金属，高效，可用的原材料以及环境友好。
• Acceptorless Dehydrogenative Synthesis of Pyrimidines from Alcohols and Amidines Catalyzed by Supported Platinum Nanoparticles
  作者：Sharmin Sultana Poly、S. M. A. Hakim Siddiki、Abeda S. Touchy、Kah Wei Ting、Takashi Toyao、Zen Maeno、Yasuharu Kanda、Ken-ichi Shimizu

  DOI：10.1021/acscatal.8b02814

  日期：2018.12.7

  Pt-catalyzed acceptorless dehydrogenation of the alcohol substrate, which is followed by sequential condensation, cyclization, and dehydrogenation. Measurements of the turnover frequency combined with the results of density functional theory calculations on different metal surfaces suggest that the adsorption energy of H on the Pt surface is optimal for the acceptorless dehydrogenation process, which causes

  一种单锅无受体脱氢方法，使用碳载Pt催化剂（Pt / C）和KO t已开发出用于从仲和伯醇和synthesis合成2,4,6-三取代的嘧啶的Bu。使用各种各样的底物范围（32个实例，分离出的收率高达92％）有效地进行了反应。促进此过程的Pt / C催化剂可重复使用，并且比以前报道的方法具有更高的周转率（TON）。机理研究的结果表明，该过程是通过以下途径发生的，该途径始于Pt催化的醇底物的无受体脱氢，然后依次进行缩合，环化和脱氢。
• Heterocyclic compound and organic light emitting element comprising same
  申请人：LG Chem, Ltd.

  公开号：US10230056B2

  公开（公告）日：2019-03-12

  The present specification provides a heterocyclic compound and an organic light emitting device including the same.

  本规范提供了一种杂环化合物和包括该化合物的有机发光器件。
• KO Bu-mediated transition-metal-free synthesis of pyrimidines by selective three-component coupling reactions: A mechanistic insight
  作者：Fei Wang、Zhiwen Deng、Yawen Wang、Fanshu Yuan、Xing Zhang、Guo-Ping Lu、Ninghua Fu、Yamei Lin

  DOI：10.1016/j.tet.2022.132985

  日期：2022.9

  A KOtBu-mediated strategy for pyrimidine synthesis via selective three-component coupling reactions has been disclosed. This chemistry, in which a series of pyrimidines (20 examples) can be prepared with moderate to excellent yields, has high potential for large-scale operation owing to its metal-free conditions, atom and step economy. According to mechanistic studies, oxidative species can be generated

  已经公开了一种通过选择性三组分偶联反应合成嘧啶的 KO t Bu 介导的策略。这种化学可以以中等至优异的产率制备一系列嘧啶（20 个实例），由于其无金属条件、原子和步骤经济性，具有大规模操作的巨大潜力。根据机理研究，在空气存在下，KO t Bu 或甲苯可以生成氧化物质，这可以引发醇氧化成醛（或酮）。同时，KO t Bu 不仅促进了缩合环化过程，还引发了二氢嘧啶环的脱氢。