2-phenyl-6-(trifluoromethyl)-4H-benzo[d][1,3]oxazin-4-one | 1417819-59-0

• 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: 2-phenyl-6-(trifluoromethyl)-4H-benzo[d][1,3]oxazin-4-one
• 英文别名: 2-Phenyl-6-(trifluoromethyl)-3,1-benzoxazin-4-one
• CAS: 1417819-59-0
• 化学式: C₁₅H₈F₃NO₂
• 分子量: 291.229
• InChiKey: YGPCCRCLEFGOIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-苯基-5-(三氟甲基)-1H-吲哚 在 氧气 、 sodium carbonate 、 copper(l) chloride 、 乙酸酐 作用下， 以 二甲基亚砜 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 12.5h， 以12%的产率得到2-phenyl-6-(trifluoromethyl)-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  Copper-mediated oxidative tandem reactions with molecular oxygen: synthesis of 2-arylbenzoxazinone derivatives from indoles

  摘要：

  We developed an efficient method for the transformation of indoles by utilizing a copper catalyst and molecular oxygen as the oxidant. The transformation involves a tandem oxidative process of 2-arylindoles. Our reaction afforded a variety of N-benzoyl anthranilic acids and benzoxazinones. Our investigation revealed that the choice of solvent and additives is critical in these reactions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.128

文献信息

• [bmIm]OH: an efficient basic catalyst for the synthesis of 4H-benzo[d][1,3-]oxazin-4-one derivatives in solvent-free conditions
  作者：Malik Abdul Waseem、Shireen、Anjali Srivastava、Arjita Srivastava、Rahila、I.R. Siddiqui

  DOI：10.1016/j.tetlet.2014.09.055

  日期：2014.10

  Reusable [bmIm]OH was found to be a highly efficient renewable homogenous catalyst for the rapid and convenient synthesis of benzoxazine-4-one derivatives from o-iodobenzoic-acid and benzonitrile at 75 degrees C in moderate to good yields. This methodology provides a facile and straightforward path to construct other related heterocycles in an eco-compatible fashion. (C) 2014 Elsevier Ltd. All rights reserved.
• US6656934B2
  申请人：——

  公开号：US6656934B2

  公开（公告）日：2003-12-02
• US7776853B2
  申请人：——

  公开号：US7776853B2

  公开（公告）日：2010-08-17
• Copper-mediated oxidative tandem reactions with molecular oxygen: synthesis of 2-arylbenzoxazinone derivatives from indoles
  作者：Mitsuaki Yamashita、Akira Iida

  DOI：10.1016/j.tetlet.2014.03.128

  日期：2014.4

  We developed an efficient method for the transformation of indoles by utilizing a copper catalyst and molecular oxygen as the oxidant. The transformation involves a tandem oxidative process of 2-arylindoles. Our reaction afforded a variety of N-benzoyl anthranilic acids and benzoxazinones. Our investigation revealed that the choice of solvent and additives is critical in these reactions. (C) 2014 Elsevier Ltd. All rights reserved.