5-(2,2-dimethyl-2H-chromen-6-yl)-2H-tetrazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5-(2,2-dimethyl-2H-chromen-6-yl)-2H-tetrazole
• 英文别名: 5-(2,2-dimethylchromen-6-yl)-2H-tetrazole
• 化学式: C₁₂H₁₂N₄O
• 分子量: 228.253
• InChiKey: QWHZDPWXNBFNJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,2-dimethyl-2H-chromene-6-carbonitrile 在 叠氮基三甲基硅烷 、 iron(II) acetate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以53%的产率得到5-(2,2-dimethyl-2H-chromen-6-yl)-2H-tetrazole
  参考文献：
  名称：

  Iron Salts in the Catalyzed Synthesis of 5-Substituted 1H-Tetrazoles

  摘要：

  AbstractClicking iron: Cheap and environmentally friendly [Fe(OAc)2] is used for the catalysis of cycloadditions between aryl nitriles and trimethylsilyl azide to prepare substituted 1H‐tetrazoles in good yield (see scheme).magnified image

  DOI：

  10.1002/chem.200900169

文献信息

• Natural Product-like Combinatorial Libraries Based on Privileged Structures. 1. General Principles and Solid-Phase Synthesis of Benzopyrans
  作者：K. C. Nicolaou、J. A. Pfefferkorn、A. J. Roecker、G.-Q. Cao、S. Barluenga、H. J. Mitchell

  DOI：10.1021/ja002033k

  日期：2000.10.1

  report a novel strategy for the design and construction of natural and natural product-like libraries based on the principle of privileged structures, a term originally introduced to describe structural motifs capable of interacting with a variety of unrelated molecular targets. The identification of such privileged structures in natural products is discussed, and subsequently the 2,2-dimethylbenzopyran

  在此，我们报告了一种基于特权结构原理设计和构建天然和天然产物类库的新策略，该术语最初用于描述能够与各种不相关的分子靶标相互作用的结构基序。讨论了天然产物中此类特权结构的鉴定，随后选择 2,2-二甲基苯并吡喃部分作为通过该策略构建类天然产物库的初始模板。最初，采用独特的环加载策略开发了苯并吡喃基序的新型固相合成，该策略依赖于使用新的聚苯乙烯基溴化硒树脂。一旦确定了这些苯并吡喃的加载、加工和裂解，
• CuFe2O4 nanoparticles: a magnetically recoverable and reusable catalyst for the synthesis of 5-substituted 1H-tetrazoles
  作者：B. Sreedhar、A. Suresh Kumar、Divya Yada

  DOI：10.1016/j.tetlet.2011.04.094

  日期：2011.7

  An efficient and economical protocol for the synthesis of 5-substituted 1H-tetrazoles from various nitriles and sodium azide is described using magnetically recoverable and reusable CuFe2O4 nanoparticles. A wide variety of aryl nitriles underwent [2+3] cycloaddition under mild reaction conditions to afford tetrazoles in good to excellent yields. The catalyst was magnetically separated and reused five

  使用磁性可回收和可重复使用的CuFe 2 O 4纳米粒子，描述了从各种腈和叠氮化钠合成5取代的1 H-四唑的有效而经济的方案。各种芳基腈在温和的反应条件下进行[2 + 3]环加成反应，以良好或极好的收率得到四唑。将该催化剂磁分离并重复使用五次，而不会显着降低催化活性。
• Iron Salts in the Catalyzed Synthesis of 5-Substituted 1<i>H</i>-Tetrazoles
  作者：Julien Bonnamour、Carsten Bolm

  DOI：10.1002/chem.200900169

  日期：2009.4.27

  AbstractClicking iron: Cheap and environmentally friendly [Fe(OAc)2] is used for the catalysis of cycloadditions between aryl nitriles and trimethylsilyl azide to prepare substituted 1H‐tetrazoles in good yield (see scheme).magnified image