1,2-二氟-4,5-二羟基苯 | 147300-08-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 1,2-二氟-4,5-二羟基苯
• 英文名称: 4,5-difluorocatechol
• 英文别名: 4,5-Difluorobenzene-1,2-diol
• CAS: 147300-08-1
• 化学式: C₆H₄F₂O₂
• 分子量: 146.093
• InChiKey: WSCBUHJBHHOPRI-UHFFFAOYSA-N

物化性质

• 沸点：
  288.1±35.0 °C(Predicted)
• 密度：
  1.542±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 1,2-二氟-4,5-二羟基苯 生成 1,3-二溴-2-氯-5-氟苯
  参考文献：
  名称：

  摘要：

  The Penicillium frequentans strain Bi 7/2, using phenol as a sole source of carbon and energy, transformed the fluorinated phenols 2,3-, 2,4-, 2,5- and 3,4-difluorophenol rapidly. After growth on phenol, resting mycelia of the fungus converted the difluorophenols completely at an initial concentration of 0.5 mM within 6 hours. The corresponding difluorinated catechols were found to be intermediates of all difluorophenols investigated. A relatively unspecific phenol hydroxylase catalyzed this hydroxylation step and showed activities towards all difluorophenols tested. One difluorocatechol was formed from each difluorophenol substituted with fluorine in the ortho-position, whereas two catechols were formed from 3,4-difluorophenol, due to its two vacant ortho-positions. A partial defluorination (50-77%) was observed in all cases.

  DOI：

  10.1023/a:1008230926973

文献信息

• [EN] SUBSTITUTED CYCLOLAKYLS AS MODULATORS OF THE INTEGRATED STRESS PATHWAY<br/>[FR] CYCLOLALKYLES SUBSTITUÉS EN TANT QUE MODULATEURS DE LA VOIE DE STRESS INTÉGRÉE
  申请人：CALICO LIFE SCIENCES LLC

  公开号：WO2020223536A1

  公开（公告）日：2020-11-05

  Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases, disorders and conditions.

  本文提供了用于调节综合应激反应（ISR）并治疗相关疾病、疾病和症状的化合物、组合物和方法。
• Transition‐Metal‐Free C(sp ² )–C(sp ² ) Cross‐Coupling of Diazo Quinones with Catechol Boronic Esters
  作者：Kai Wu、Liang‐Liang Wu、Cong‐Ying Zhou、Chi‐Ming Che

  DOI：10.1002/anie.202006542

  日期：2020.9.7

  developed. With this protocol, a variety of biaryls and alkenyl phenols were obtained in good to high yields under mild conditions. The reaction tolerates various functionalities and is applicable to the derivatization of pharmaceuticals and natural products. The synthetic utility of the method was demonstrated by the short synthesis of multi‐substituted triphenylenes and three bioactive natural products

  无过渡金属的C（sp 2）-C（sp 2）开发了重氮醌与邻苯二酚硼酸酯的交叉偶联反应。通过该方案，可以在温和条件下以高收率或高收率获得各种联芳基和烯基苯酚。该反应具有多种功能，可用于药物和天然产物的衍生化。该方法的合成效用通过短取代多取代的三亚苯基和三种生物活性天然产物厚朴酚，苦味素M和呋喃呋喃A的合成得到证明。机理研究和密度泛函理论（DFT）计算表明，该反应涉及到硼酸酯由单重醌卡宾构成，然后通过逐步机理进行1,2-重排。
• Palladium-Catalyzed Asymmetric Dihydroxylation of 1,3-Dienes with Catechols
  作者：Tao Fan、Hong-Cheng Shen、Zhi-Yong Han、Liu-Zhu Gong

  DOI：10.1002/cjoc.201800540

  日期：2019.3

  palladium‐catalyzed asymmetric dihydroxylation of 1,3‐dienes with catechols is developed using chiral pyridinebis(oxazoline) ligands. Various chiral 2‐substituted 1,4‐benzodioxanes could be synthesized with moderate to high yields and enantioselectivities from readily available starting materials. The reaction is proposed to proceed through a cascade Wacker‐type hydroxypalladation/asymmetric allylation process

  使用手性吡啶双（恶唑啉）配体开发了钯催化的1,3-二烯与邻苯二酚的不对称二羟基化反应。各种手性的2-取代的1,4-苯并二恶烷可以容易获得的起始原料合成，具有中等至高收率和对映选择性。建议该反应通过级联的Wacker型羟基palladation /不对称烯丙基化过程进行。
• Practical Synthesis of Chiral Ligands for Catalytic Enantioselective Cyanosilylation of Ketones and Ketoimines
  作者：Nobuki Kato、Daisuke Tomita、Keisuke Maki、Motomu Kanai、Masakatsu Shibasaki

  DOI：10.1021/jo049258o

  日期：2004.9.1

  A practical synthesis of chiral ligands that are useful for catalytic enantioselective cyanosilylation of ketones and ketoimines is described. Compared with the previous synthetic route, the number of total steps is decreased and the total yield is greatly improved. Furthermore, both (+)- and (−)-ligands are readily available by this new synthetic route.

  描述了可用于酮和酮亚胺的催化对映选择性氰基硅烷化的手性配体的实际合成。与以前的合成路线相比，减少了总步数，大大提高了总收率。此外，通过这种新的合成途径，（+）-和（-）-配体都是容易获得的。
• Substituted carbonucleoside derivatives useful as anticancer agents
  申请人：Pfizer Inc.

  公开号：US10220037B2

  公开（公告）日：2019-03-05

  Compounds of the general formula): processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.

  通式）的化合物： 这些化合物的制备工艺、含有这些化合物的组合物以及这些化合物的用途。