5-(2,6-二氟苯基)-2H-四唑 | 188837-53-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 5-(2,6-二氟苯基)-2H-四唑
• 中文别名: 五氟苯基吡啶-2-羧酸酯
• 英文名称: picolinic acid pentafluorophenyl ester
• 英文别名: pentafluorophenyl pyridine-2-carboxylate；perfluorophenyl picolinate；(2,3,4,5,6-pentafluorophenyl) pyridine-2-carboxylate
• CAS: 188837-53-8
• 化学式: C₁₂H₄F₅NO₂
• 分子量: 289.161
• InChiKey: KFJSLIBBYMXLTG-UHFFFAOYSA-N

物化性质

• 熔点：
  55.5-59°C
• 沸点：
  398.5±42.0 °C(Predicted)
• 密度：
  1.545±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-(2,6-二氟苯基)-2H-四唑 在 肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以91%的产率得到N,N'-bis(picolinoyl)hydrazine
  参考文献：
  名称：

  Pentafluorophenyl ester activation for the preparation of N,N′-diaroylhydrazines

  摘要：

  Procedures are reported for the preparation of N,N'-diaroylhydrazines using pentafluorophenyl (Pfp) ester activation of aryl carboxylic acids. Mild conditions which avoid intermediate protection of ring substituents, allows the synthesis of both symmetrical and unsymmetrical diaroylhydrazines in high yields. The recent discovery of potent HIV-1 integrase inhibition by N,N'-bis-salicylhydrazine (1) highlights the potential importance of this class of compounds. The stability of pre-activated Pfp ester intermediates and the facility with which N,N'-diaroylhydrazines can be synthesized using this procedure (stirring at room temperature in DMF) may make the method particularly attractive for synthesis of hydrazide libraries.

  DOI：

  10.1016/s0040-4020(97)00149-x
• 作为产物：
  描述：

  2-吡啶甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 5-(2,6-二氟苯基)-2H-四唑
  参考文献：
  名称：

  一种合成异烟酸和吡啶甲酸活性酯的简单方法

  摘要：

  报道了从相应的酸制备异烟酸和吡啶甲酸的对硝基苯基-、N-羟基琥珀酰亚胺基-和五氟苯基酯的方法。

  DOI：

  10.3390/60100047

文献信息

• Aminolysis of Aryl Ester Using Tertiary Amine as Amino Donor via C–O and C–N Bond Activations
  作者：Yong-Sheng Bao、Bao Zhaorigetu、Bao Agula、Menghe Baiyin、Meilin Jia

  DOI：10.1021/jo4023974

  日期：2014.1.17

  aminolysis reaction between various aryl esters and inert tertiary amines by C–O and C–N bond activations has been developed for the selective synthesis of a broad scope of tertiary amides under neutral and mild conditions. The mechanism may undergo the two key steps of oxidative addition of acyl C–O bond in parent ester and C–N bond cleavage of tertiary amine via an iminium-type intermediate.

  已开发出各种芳基酯与惰性叔胺之间通过C-O和C-N键激活进行的氨解反应，可在中性和温和条件下选择性合成各种叔酰胺。该机理可能经历了两个关键步骤：在母体酯中氧化加成酰基C–O键和通过亚胺基型中间体裂解叔胺的C–N键。
• Energy-Efficient Green Catalysis: Supported Gold Nanoparticle-Catalyzed Aminolysis of Esters with Inert Tertiary Amines by C–O and C–N Bond Activations
  作者：Yong-Sheng Bao、Menghe Baiyin、Bao Agula、Meilin Jia、Bao Zhaorigetu

  DOI：10.1021/jo500877m

  日期：2014.7.18

  Catalyzed by supported gold nanoparticles, an aminolysis reaction between various aryl esters and inert tertiary amines by C–O and C–N bond activations has been developed for the selective synthesis of tertiary amides. Comparison studies indicated that the gold nanoparticles could perform energy-efficient green catalysis at room temperature, whereas Pd(OAc)2 could not.

  在负载型金纳米颗粒的催化下，已开发出各种芳基酯与惰性叔胺之间通过C-O和C-N键活化进行的氨解反应，用于选择性合成叔酰胺。比较研究表明，金纳米颗粒在室温下可以进行节能的绿色催化，而Pd（OAc）2则不能。
• [EN] DESACETOXYTUBULYSIN H AND ANALOGS THEREOF<br/>[FR] DÉSACÉTOXYTUBULYSINE H ET SES ANALOGUES
  申请人：UNIV RICE WILLIAM M

  公开号：WO2016138288A1

  公开（公告）日：2016-09-01

  In one aspect, the present disclosure provides tubulysin analogs of the formula (I) wherein R1, R2, R3, R4, X1, X2, X3, and A1 are as defined herein. In another aspect, the present disclosure also provides methods of preparing the compounds disclosed herein. In another aspect, the present disclosure also provides pharmaceutical compositions and methods of use of the compounds disclosed herein.

  在一个方面，本公开提供了公式（I）的tubulysin类似物，其中R1、R2、R3、R4、X1、X2、X3和A1如本文所定义。在另一个方面，本公开还提供了制备本公开化合物的方法。在另一个方面，本公开还提供了药物组合物和使用本公开化合物的方法。
• Transesterification of (hetero)aryl esters with phenols by an Earth-abundant metal catalyst
  作者：Jianxia Chen、E. Namila、Chaolumen Bai、Menghe Baiyin、Bao Agula、Yong-Sheng Bao

  DOI：10.1039/c8ra04984j

  日期：——

  for the transesterification of aryl or heteroaryl esters with phenols which is a challenging and underdeveloped transformation. The simple conditions and the use of heterogeneous alkali metal catalyst make this protocol very environmentally friendly and practical. This reaction fills in the missing part in transesterification reaction of phenols and provides an efficient approach to aryl esters, which

  易于获得且廉价的地球上丰富的碱金属物质被用作芳基或杂芳基酯与苯酚的酯交换反应的有效催化剂，这是一个具有挑战性且不成熟的转化。简单的条件和非均相碱金属催化剂的使用使该协议非常环保和实用。该反应填补了酚类酯交换反应中的缺失部分，为芳基酯提供了一种有效的途径，广泛用于合成和制药工业。
• [EN] HERBICIDALLY ACTIVE 2-(SUBSTITUTED-PHENYL)-CYCLOPENTANE-1,3-DIONE COMPOUNDS AND DERIVATIVES THEREOF<br/>[FR] COMPOSÉS DE 2-(PHÉNYL SUBSTITUÉ)-CYCLOPENTANE-1,3-DIONE PRÉSENTANT UNE ACTIVITÉ HERBICIDE, ET LEURS DÉRIVÉS
  申请人：SYNGENTA LTD

  公开号：WO2014170413A1

  公开（公告）日：2014-10-23

  The present invention relates to a compound of formula (I): wherein the substituents are as defined herein, and wherein the compound of formula (I) is optionally present as an agrochemically acceptable salt thereof. These compounds are thought to be suitable for use as herbicides. The invention therefore also relates to a method of controlling weeds, especially grassy monocotyledonous weeds, in crops of useful plants, comprising applying a compound of formula (I), or a herbicidal composition comprising such a compound, to the plants or to the locus thereof.

  本发明涉及一种化合物，其化学式为（I）：其中取代基如本文所定义，并且化合物（I）可以选择地以其农药可接受的盐的形式存在。这些化合物被认为适合用作除草剂。因此，本发明还涉及一种控制杂草的方法，特别是在有用植物的作物中控制禾本科杂草，包括将化合物（I）或包含这种化合物的除草剂组合物施用于植物或其生长地点。