7-chloro-2-(3-fluorophenyl)-4H-benzo[d][1,3]oxazin-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 7-chloro-2-(3-fluorophenyl)-4H-benzo[d][1,3]oxazin-4-one
• 英文别名: 7-Chloro-2-(3-fluorophenyl)-3,1-benzoxazin-4-one；7-chloro-2-(3-fluorophenyl)-3,1-benzoxazin-4-one
• 化学式: C₁₄H₇ClFNO₂
• 分子量: 275.666
• InChiKey: QOVHWHGYQIVTLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 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：
  38.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-Chloro-2-[(3-fluorophenyl)methylamino]benzoic acid 在 copper(l) iodide 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 生成 7-chloro-2-(3-fluorophenyl)-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  Copper catalyzed CN bond formation/C–H activation: synthesis of aryl 4H-3,1-benzoxazin-4-ones

  摘要：

  We have developed a practical and efficient synthesis of 2-phenyl-4H-benzo[d][1,3]oxazine-4-one derivatives through copper catalyzed tandem reaction of 2-iodobenzoic acid with arylmethanamines under aerobic conditions. Compared to the literature methods toward the synthesis of 2-phenyl-4H-benzo[d][1,3]oxazine-4-one, the synthetic method reported in this Letter has broad substrate scope, mild reaction condition, and uses an inexpensive catalyst. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.11.070

文献信息

• Direct oxidative cascade cyclisation of 2-aminobenzoic acid and arylaldehydes to aryl 4H-3,1-benzoxazin-4-ones with oxone
  作者：Sathishkumar Munusamy、Vivek Panyam Muralidharan、Sathiyanarayanan Kulathu Iyer

  DOI：10.1016/j.tetlet.2016.12.072

  日期：2017.2

  cyclisation of 2-aminobenzoic acids and arylaldehyde using I2 as a catalyst and an environmentally benign oxidant oxone. This method displays facile access to a diverse range of substituted aryl 4H-3,1-benzoxazin-4-ones. This synthetic methodology has many advantages such as: (1) easy availability of starting material, (2) transition metal-free condition (3) use of an environmentally benign oxidant.

  本文介绍了一种使用I 2作为催化剂和对环境无害的氧化剂oxone对2-氨基苯甲酸和芳醛进行氧化级联的方法。该方法显示容易获得各种取代的芳基4H-3,1-苯并恶嗪-4-酮。这种合成方法具有许多优点，例如：（1）容易获得起始原料；（2）无过渡金属的条件；（3）使用对环境无害的氧化剂。
• Copper catalyzed CN bond formation/C–H activation: synthesis of aryl 4H-3,1-benzoxazin-4-ones
  作者：Sathishkumar Munusamy、Sathesh Venkatesan、Kulathu Iyer Sathiyanarayanan

  DOI：10.1016/j.tetlet.2014.11.070

  日期：2015.1

  We have developed a practical and efficient synthesis of 2-phenyl-4H-benzo[d][1,3]oxazine-4-one derivatives through copper catalyzed tandem reaction of 2-iodobenzoic acid with arylmethanamines under aerobic conditions. Compared to the literature methods toward the synthesis of 2-phenyl-4H-benzo[d][1,3]oxazine-4-one, the synthetic method reported in this Letter has broad substrate scope, mild reaction condition, and uses an inexpensive catalyst. (C) 2014 Elsevier Ltd. All rights reserved.