4,5-diphenyl-1-methyl-1H-imidazole | 50609-88-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-diphenyl-1-methyl-1H-imidazole
• 英文别名: 1-methyl-4,5-diphenyl-1H-imidazole；1-methyl-4,5-diphenylimidazole；N-Methyl-4,5-diphenylimidazole；4,5-diphenyl-1-methylimidazole
• CAS: 50609-88-6
• 化学式: C₁₆H₁₄N₂
• 分子量: 234.301
• InChiKey: VDIRUWTYFVIERN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,5-diphenyl-1-methyl-1H-imidazole 在 lithium diisopropyl amide 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以64%的产率得到2-iodo-1-methyl-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  Synthesis of optically active polyheterocycles containing pyrrolidine, imidazole, and 1,2,3-triazole rings

  摘要：

  Optically active polyheterocycles containing pyrrolidine, imidazole, and 1,2,3-triazole units were obtained via a multistep synthesis with the [3+2] cycloaddition of Boc-protected (S)-(pyrrolidin-2-yl) methyl azide with 2-ethynylimidazoles in the presence of CuI (CuAAC reaction) as the key step. Typical for terminal alkynes, the reactions occurred regioselectively and 1,4-disubstituted 1,2,3-triazoles were formed exclusively. The deprotection of the pyrrolidine N-atom was performed by treatment with TFA under standard conditions. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2015.10.019
• 作为产物：
  描述：

  N-methyl-α-phenylnitrone 在 potassium cyanide 作用下， 以 乙醇 为溶剂， 以70%的产率得到4,5-diphenyl-1-methyl-1H-imidazole
  参考文献：
  名称：

  Cawkill, Eric; Clark, Nigel G., Journal of the Chemical Society. Perkin transactions I, 1980, p. 244 - 248

  摘要：

  DOI：

文献信息

• C–H arylation and alkenylation of imidazoles by nickel catalysis: solvent-accelerated imidazole C–H activation
  作者：Kei Muto、Taito Hatakeyama、Junichiro Yamaguchi、Kenichiro Itami

  DOI：10.1039/c5sc02942b

  日期：——

  The first nickel-catalyzed C–H arylations and alkenylations of imidazoles with phenol and enol derivatives are described.

  第一个镍催化的咪唑与酚和烯醇衍生物的C-H芳基化和烯基化反应被描述了。
• Ligand-free Pd/Ag-mediated dehydrogenative alkynylation of imidazole derivatives
  作者：Fabio Bellina、Matteo Biagetti、Sara Guariento、Marco Lessi、Mattia Fausti、Paolo Ronchi、Elisabetta Rosadoni

  DOI：10.1039/d1ra05303e

  日期：——

  The regioselective synthesis of 2-alkynyl(benz)imidazoles was successfully achieved by Pd(ii)/Ag(i)-mediated dehydrogenative alkynylation of the corresponding (benz)imidazoles with terminal alkynes in an open vessel.

  2-炔基(苯)咪唑的区域选择性合成成功地通过Pd(ii)/Ag(i)介导的对应(苯)咪唑与末端炔烃在开放容器中的脱氢炔基化反应实现。
• Selection of Chiral Zinc Catalysts for the Kinetic Resolution of Esters via Dynamic Templating
  作者：R. Kannappan、K. M. Nicholas

  DOI：10.1021/co3001023

  日期：2013.2.11

  of chiral tetradentate bis-imine zinc(II) complexes have been prepared and screened for (1) their discrimination of enantiomeric picolinate esters and pyridyl phosphonate transition state analogs (TSAs) and (2) their catalytic activity and selectivity for enantioselective methanolysis of racemic picolinate esters. The zinc complexes are in equilibrium with their imine ligands as well as with the aldehyde

  制备并筛选了手性四齿双亚胺锌（II）配合物的动态组合库，用于（1）鉴别对映体吡啶甲酸酯和吡啶基膦酸酯过渡态类似物（TSA），以及（2）催化活性和对映选择性甲醇分解的选择性外消旋吡啶甲酸酯。锌配合物与其亚胺配体以及形成它们的醛和胺结构单元处于平衡状态，从而使文库的组成能够适应配位底物或TSA的引入。二进制（L）的Zn（OTF）（SOLV）+络合物单独地或在由手性酒石酸盐衍生的二胺（库产生的2，3）和一组N-杂环醛（4 – 12）和通过ESI-MS分析建立的配合物分布。（diimine）Zn（OTf）2复杂文库与对映异构体R-和S -2-吡啶基膦酸酯TSA 13的结合研究表明，通过形成对映异构体比率低至中等的非对映异构体LZn（R / S - 13）+络合物形成手性区分，k R / k S（α），范围从0.5到5.0；选定的二元配合物与对映体底物PyrCO 2 CH（OH）Ph（1的相应模板），手性识别率可忽略不计。几种L
• [EN] SELECTIVE INHIBITORS OF CARBONIC ANHYDRASE<br/>[FR] INHIBITEURS SÉLECTIFS D'ANHYDRASE CARBONIQUE
  申请人：UNIV VILNIUS

  公开号：WO2017017505A1

  公开（公告）日：2017-02-02

  Invention is related to novel compounds – benzenesulfonamides of general formulas (I) and (II). The compounds can be used in biomedicine as active ingredients in pharmaceutical formulations, because they inhibit enzymes which participate in disease progression. Acknowledgements: This research was funded by the European Social Fund under the Global Grant measure (no. VP1-3.1.-SMM-07-K-02-009).

  发明涉及新化合物 - 通式（I）和（II）的苯磺酰胺。这些化合物可以作为药物配方中的活性成分在生物医学中使用，因为它们抑制参与疾病进展的酶。致谢：本研究得到欧洲社会基金在全球拨款措施（编号VP1-3.1.-SMM-07-K-02-009）下的资助。
• An efficient and convenient Cu(OAc)2/air mediated oxidative coupling of azoles via C–H activation
  作者：Yan Li、Jun Jin、Weixing Qian、Weiliang Bao

  DOI：10.1039/b919396k

  日期：——

  An efficient and convenient approach to construct C–C bonds at the 2-position of azoles via Cu(OAc)2/air mediated oxidative homo- and cross-coupling reaction was reported. The corresponding products were obtained in good to excellent yield.

  报道了一种高效便捷的方法，通过Cu(OAc)2/空气介导的氧化式同偶联和交叉偶联反应，在氮杂环的2-位上构建C-C键。该方法取得了良好至优秀的产率。