6-bromo-4-(2-fluorophenyl)quinolin-2(1H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-bromo-4-(2-fluorophenyl)quinolin-2(1H)-one
• 英文别名: 6-bromo-4-(2-fluorophenyl)-1H-quinolin-2-one
• 化学式: C₁₅H₉BrFNO
• 分子量: 318.145
• InChiKey: GKGZXRPRGJLNER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 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：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三光气 、 4-bromo-2-(1-(2-fluorophenyl)vinyl)aniline 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以78%的产率得到6-bromo-4-(2-fluorophenyl)quinolin-2(1H)-one
  参考文献：
  名称：

  Lactamization of Alkenyl C-H Bonds to Generate 2-Quinolinones with Triphosgene

  摘要：

  A simple and easy-going method is developed to synthesize the analogues of 2-quinolinones by using triphosgene (BTC) as the carbonyl source. In these reactions, both the toxic carbon monoxide (CO) and phosgene are avoided and the 2-quinolinones are obtained in moderate to good yields under mild conditions, all of which are anticipated to be meaningful in both industry and laboratory.

  DOI：

  10.3987/com-20-14232

文献信息

• Lactamization of sp²C−H Bonds with CO₂: Transition-Metal-Free and Redox-Neutral
  作者：Zhen Zhang、Li-Li Liao、Si-Shun Yan、Lei Wang、Yun-Qi He、Jian-Heng Ye、Jing Li、Yong-Gang Zhi、Da-Gang Yu

  DOI：10.1002/anie.201602095

  日期：2016.6.13

  The first direct use of carbon dioxide in the lactamization of alkenyl and heteroaryl C−H bonds to synthesize important 2‐quinolinones and polyheterocycles in moderate to excellent yields is reported. Carbon dioxide, a nontoxic, inexpensive, and readily available greenhouse gas, acts as an ideal carbonyl source. Importantly, this transition‐metal‐free and redox‐neutral process is eco‐friendly and desirable

  据报道，在烯基和杂芳基CH键的内酰胺化中首次直接使用二氧化碳以中等至极好的收率合成重要的2-喹啉酮和多杂环化合物。二氧化碳是一种无毒，廉价且易于获得的温室气体，是理想的羰基来源。重要的是，这种无过渡金属和氧化还原中性的工艺对生态友好，是制药业的理想之选。此外，这些反应具有广泛的底物范围，良好的官能团耐受性，简便的可扩展性和易于产品衍生化的特点。
• Lactamization of Alkenyl C-H Bonds to Generate 2-Quinolinones with Triphosgene
  作者：Zhen Zhang、Guizhi Du、Zixiao Wang

  DOI：10.3987/com-20-14232

  日期：——

  A simple and easy-going method is developed to synthesize the analogues of 2-quinolinones by using triphosgene (BTC) as the carbonyl source. In these reactions, both the toxic carbon monoxide (CO) and phosgene are avoided and the 2-quinolinones are obtained in moderate to good yields under mild conditions, all of which are anticipated to be meaningful in both industry and laboratory.