4-formylphenyl-1H-1,2,3-triazole | 1022159-16-5

• 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-formylphenyl-1H-1,2,3-triazole
• 英文别名: 4-(1h-1,2,3-Triazol-5-yl)benzaldehyde；4-(2H-triazol-4-yl)benzaldehyde
• CAS: 1022159-16-5
• 化学式: C₉H₇N₃O
• 分子量: 173.174
• InChiKey: DLRNHJFZCCJMLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-formylphenyl-1H-1,2,3-triazole 、 丙二腈 在 Zr₆(µ₃-O)₄(µ₃-OH)₄(2,2-bis(trifluoromethyl)-4,4’-biphenyldicarboxylate)₄[Cu(2,2'-bipyridine-5,5’-dicarboxylate)(MeCN)I](C₆H₃(NH₂)(PhCOO)₂) 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 以99%的产率得到
  参考文献：
  名称：

  Catalysis through Dynamic Spacer Installation of Multivariate Functionalities in Metal–Organic Frameworks

  摘要：

  We demonstrate herein a facile strategy to engineer versatile catalytically active coordination interspace in the same primitive metal organic framework (MOF) for variable heterogeneous catalysis. Different functional ligands can be reversibly inserted into and removed from proto-LIFM-28 individually or successively to bring in single or binary catalytic sites for specific reactions and switch the parent MOF to multipurpose catalysts. Alcohol-oxidation, Knoevenagel-condensation, click, acetal, and Baylis Hillman reactions are achievable through simple exchange of a single catalytic spacer, while sequential or stepwise reactions are designable via selective combination of two catalytic spacers with different functionalities, thus making proto-LIFM-28 a multivariate MOF for multiuse and economic catalysis.

  DOI：

  10.1021/jacs.8b12372
• 作为产物：
  描述：

  4-乙基苄醇 在 N-甲基咪唑 、 2,2,6,6-四甲基哌啶氧化物 、 Zr₆(µ₃-O)₄(µ₃-OH)₄(2,2-bis(trifluoromethyl)-4,4’-biphenyldicarboxylate)₄[Cu(2,2'-bipyridine-5,5’-dicarboxylate)(MeCN)I](C₆H₃(NH₂)(PhCOO)₂) 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 14.0h， 生成 4-formylphenyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Catalysis through Dynamic Spacer Installation of Multivariate Functionalities in Metal–Organic Frameworks

  摘要：

  We demonstrate herein a facile strategy to engineer versatile catalytically active coordination interspace in the same primitive metal organic framework (MOF) for variable heterogeneous catalysis. Different functional ligands can be reversibly inserted into and removed from proto-LIFM-28 individually or successively to bring in single or binary catalytic sites for specific reactions and switch the parent MOF to multipurpose catalysts. Alcohol-oxidation, Knoevenagel-condensation, click, acetal, and Baylis Hillman reactions are achievable through simple exchange of a single catalytic spacer, while sequential or stepwise reactions are designable via selective combination of two catalytic spacers with different functionalities, thus making proto-LIFM-28 a multivariate MOF for multiuse and economic catalysis.

  DOI：

  10.1021/jacs.8b12372

文献信息

• Cu-Catalyzed Site-Selective and Enantioselective Ring Opening of Cyclic Diaryliodoniums with 1,2,3-Triazoles
  作者：Zengyin Chao、Mingming Ma、Zhenhua Gu

  DOI：10.1021/acs.orglett.0c02256

  日期：2020.8.21

  A Cu-catalyzed enantioselective ring-opening/triazolylation reaction is reported. The reaction shows excellent chemoselectivity regarding the three different nitrogen atoms of 1,2,3-triazoles. The optically enriched axially chiral aryl iodides thus obtained were readily derivatized to different types of chiral phosphine ligands and their corresponding copper or palladium complexes.

  报道了Cu催化的对映选择性开环/三唑基化反应。对于1,2,3-三唑的三个不同氮原子，反应显示出优异的化学选择性。由此获得的光学富集的轴向手性芳基碘化物易于衍生为不同类型的手性膦配体及其相应的铜或钯配合物。
• Heteroaryl compounds, compositions thereof, and methods of treatment therewith
  申请人：Mortensen Deborah Sue

  公开号：US20090042890A1

  公开（公告）日：2009-02-12

  Provided herein are Heteroaryl Compounds having the following structure: wherein R 1 , R 3 , R 4 , L, X, Y, A and B are as defined herein, compositions comprising an effective amount of a Heteroaryl Compound and methods for treating or preventing cancer, inflammatory conditions, immunological conditions, metabolic conditions and conditions treatable or preventable by inhibition of a kinase pathway comprising administering an effective amount of a Heteroaryl Compound to a patient in need thereof.

  提供以下结构的杂环芳基化合物：其中R1、R3、R4、L、X、Y、A和B的定义如下，包括有效量的杂环芳基化合物的组合物以及用于治疗或预防癌症、炎症性疾病、免疫疾病、代谢疾病以及可通过抑制激酶途径治疗或预防的疾病的方法，包括向需要治疗的患者中给予有效量的杂环芳基化合物。
• METHODS OF TREATMENT USING HETEROARYL COMPOUNDS AND COMPOSITIONS THEREOF
  申请人：Mortensen Deborah Sue

  公开号：US20110224217A1

  公开（公告）日：2011-09-15

  Provided herein are Heteroaryl Compounds having the following structure: wherein R 1 , R 3 , R 4 , L, X, Y, A and B are as defined herein, compositions comprising an effective amount of a Heteroaryl Compound and methods for treating or preventing cancer, inflammatory conditions, immunological conditions, metabolic conditions and conditions treatable or preventable by inhibition of a kinase pathway comprising administering an effective amount of a Heteroaryl Compound to a patient in need thereof.

  本文提供具有以下结构的杂环芳基化合物：其中R1、R3、R4、L、X、Y、A和B的定义如本文所述，包含有效量的杂环芳基化合物的组合物以及治疗或预防癌症、炎症性疾病、免疫疾病、代谢性疾病以及可通过抑制激酶通路治疗或预防的疾病的方法，包括向需要治疗的患者投与有效量的杂环芳基化合物。
• UREA DERIVATIVES AND THEIR USE AS ACAT-INHIBITORS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0784612A1

  公开（公告）日：1997-07-23
• HETEROARYL COMPOUNDS, COMPOSITIONS THEREOF, AND USE THEREOF AS PROTEIN KINASE INHIBITORS
  申请人：Signal Pharmaceuticals LLC

  公开号：EP2078018A1

  公开（公告）日：2009-07-15