3-methylnaphtho[2,1-d]isoxazole | 76288-19-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-methylnaphtho[2,1-d]isoxazole
• 英文别名: 3-Methylbenzo[g][1,2]benzoxazole
• CAS: 76288-19-2
• 化学式: C₁₂H₉NO
• 分子量: 183.21
• InChiKey: CAHVYSLXINOCCC-UHFFFAOYSA-N

物化性质

• 熔点：
  60 °C(Solv: ligroine (8032-32-4))
• 沸点：
  347.6±11.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methylnaphtho[2,1-d]isoxazole 在 zinc(II) chloride 作用下， 以 xylene 为溶剂， 反应 18.0h， 生成 1,3-dioxo-4-phenyl-1,3a,4,12b-tetrahydro-2,12-dioxa-12a-aza-3H-cyclopentabenzofluorene
  参考文献：
  名称：

  Elkasaby, M. A.; Salem, M. A. I., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 7, p. 571 - 575

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(1-hydroxynaphthalen-2-yl)ethan-1-one O-acetyl oxime 125.0 ℃ 、13.33 Pa 条件下， 反应 1.0h， 生成 3-methylnaphtho[2,1-d]isoxazole
  参考文献：
  名称：

  Elkasaby, M. A.; Salem, M. A. I., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 7, p. 571 - 575

  摘要：

  DOI：

文献信息

• Visible-light-induced photocatalytic difluoroalkylation of 3-substituted benzo[d]isoxazoles via direct and regioselective C H functionalization
  作者：Ming-Qing Hua、Fang-You Mou、Nian-Hong Wang、Yan Chen、Heng-Ying Xiong、Yan Huang、Cheng-Lin Lei、Qi Zhang

  DOI：10.1016/j.tetlet.2018.10.007

  日期：2018.12

  The difluoroalkylation of unactivated benzo[d]isoxazoles with ethyl difluorobromoacetate by visible-light photoredox catalysis via direct and regioselective CH functionalization has been efficiently achieved under mild reaction conditions. The difluoroalkylated adducts could be readily converted to a variety of corresponding CF2-containing heterocycles, demonstrating the synthetic utility of the present

  在温和的反应条件下，通过直接和区域选择性的C H官能团通过可见光光氧化还原催化有效地实现了未活化的苯并[ d ]异恶唑与二氟溴乙酸乙酯的二氟烷基化。二氟烷基化的加合物可以容易地转化成各种相应的含CF 2的杂环，证明了本方法的合成效用。
• A novel method for the highly efficient synthesis of 1,2-benzisoxazoles under neutral conditions using the Ph3P/DDQ system
  作者：Nasser Iranpoor、Habib Firouzabadi、Najmeh Nowrouzi

  DOI：10.1016/j.tetlet.2006.09.120

  日期：2006.11

  The use of Ph3P/DDQ offers a novel, neutral and highly efficient method for the efficient conversion of 2-hydroxyaryl aldoximes and ketoximes to 1,2-benzisoxazoles in excellent yields at room temperature.

  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。
• 10.1007/s10593-024-03336-w
  作者：Xiao, Ming-Ming、Hua, Ming-Qing、Mou, Fang-You、Xiong, Heng-Ying

  DOI：10.1007/s10593-024-03336-w

  日期：——

  A new protocol for visible-light-induced C–H trifluoromethylation at C-4 position of 1,2-benzoxazoles has been disclosed with Togni reagent II at room temperature in the presence of fac-Ir(ppy)3. This approach features simple operation, high efficiency, and specific selectivity.

  已经公开了在室温下，在fac -Ir(ppy) 3存在下，使用 Togni 试剂 II 在 1,2-苯并恶唑的 C-4 位上可见光诱导 C-H 三氟甲基化的新方案。该方法具有操作简单、效率高、选择性强等特点。
• 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.]
• ELKASABY, M. A.;SALEM, M. A. I., INDIAN J. CHEM., 1980, 19, N 7, 571-575
  作者：ELKASABY, M. A.、SALEM, M. A. I.

  DOI：——

  日期：——