3-[2'-hydroxyphenyl]-1,2-benzisoxazole | 86013-74-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并异恶唑
• 英文名称: 3-[2'-hydroxyphenyl]-1,2-benzisoxazole
• 英文别名: 3-(2-hydroxyphenyl)-1,2-benzisoxazole；2-(1,2-Benzoxazol-3-yl)phenol
• CAS: 86013-74-3
• 化学式: C₁₃H₉NO₂
• 分子量: 211.22
• InChiKey: GVONBJSJSQGLGK-UHFFFAOYSA-N

物化性质

• 熔点：
  94-95 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 沸点：
  393.9±17.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2'-二羟基二苯甲酮肟 在 三苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 0.02h， 以93%的产率得到3-[2'-hydroxyphenyl]-1,2-benzisoxazole
  参考文献：
  名称：

  使用Ph 3 P / DDQ系统在中性条件下高效合成1,2-苯并恶唑的新方法

  摘要：

  Ph 3 P / DDQ的使用提供了一种新颖，中性和高效的方法，可在室温下以优异的收率将2-羟基芳基醛肟和酮肟有效转化为1,2-苯并恶唑。

  DOI：

  10.1016/j.tetlet.2006.09.120

文献信息

• Novel 3-Aryl-1,2-Benzisoxazole Derivatives and Use Thereof as Medicinal Products Against Cancer
  申请人：BERTIN Luc

  公开号：US20080070960A1

  公开（公告）日：2008-03-20

  This invention relates to 3-aryl-1,2-benzisoxazole derivatives of formula (I) to pharmaceutical compositions comprising such derivatives, and to methods of treatment comprising administering of such derivatives.

  本发明涉及式(I)的3-芳基-1,2-苯并异噁唑衍生物，以及包含这种衍生物的药物组合物，以及包括给予这种衍生物的治疗方法。
• Preparation of 1,2-benzisoxazoles from salicylaldoximes via trichloroacetyl isocyanate
  作者：Gerald Stokker

  DOI：10.1021/jo00163a042

  日期：1983.7
• Xanthones in Heterocyclic Synthesis. An Efficient Route for the Synthesis of C-3 o-Hydroxyaryl Substituted 1,2-Benzisoxazoles and Their N-Oxides, Potential Scaffolds for Angiotensin(II) Antagonist Hybrid Peptides
  作者：Petros G. Tsoungas、Paul Cordopatis、Yiannis Gardikis、Constantinos Potamitis、Maria Zervou

  DOI：10.3987/com-11-12162

  日期：——

  Regioselective substitution of xanthone and its nucleophilic cleavage allow the synthesis of C-3 o-hydroxyaryl substituted 1,2-benzisoxazoles or their N-oxides by cyclodehydration or oxidative cyclization of their corresponding ketoxime precursors, respectively. Molecular modeling analysis and H-1 NMR spectra indicate an intramolecular H-bonding engaging phenol OH and the isoxazole ring N atom.
• Triflic Anhydride: A Mild Reagent for Highly Efficient Synthesis of 1,2-Benzisoxazoles, Isoxazolo, and Isothiazolo Quinolines Without Additive or Base
  作者：Rajesh G. Kalkhambkar、H. Yuvaraj

  DOI：10.1080/00397911.2013.821617

  日期：2014.2.16

  The synthetic utility of trifluoromethanesulphonic anhydride (triflic anhydride, TA) without additive or base for the high-yielding synthesis of a wide variety of 1,2-benzisoxazoles from 2-hydroxyaryl aldoximes and ketoximes under mild conditions has been carried out for the first time. As a continuation of our study, syntheses of isoxazolo and isothiazolo quinolones have also been demonstrated using triflic anhydride under similar conditions. This method is simple and has benefits from the easy way to isolate the products in excellent yields. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
• STOKKER, G., J. ORG. CHEM., 1983, 48, N 15, 2613-2615
  作者：STOKKER, G.

  DOI：——

  日期：——