O-(quinolin-6-yl)hydroxylamine | 1236291-59-0

• 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: O-(quinolin-6-yl)hydroxylamine
• 英文别名: O-(6-Quinolyl)hydroxylamine；O-quinolin-6-ylhydroxylamine
• CAS: 1236291-59-0
• 化学式: C₉H₈N₂O
• 分子量: 160.175
• InChiKey: VWJKXMJBCPFBDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl N-quinolin-6-yloxyacetimidate 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 以70%的产率得到O-(quinolin-6-yl)hydroxylamine
  参考文献：
  名称：

  Pd-Catalyzed O-Arylation of Ethyl Acetohydroximate: Synthesis of O-Arylhydroxylamines and Substituted Benzofurans

  摘要：

  An efficient Pd catalyst for the O-arylation of ethyl acetohydroximate with aryl chlorides, bromides, and iodides has been developed. Ethyl acetohydroximate serves as an efficient hydroxylamine equivalent for C-O cross-coupling, thereby allowing for the preparation of O-arylhydroxylamines from simple aryl halides. Short reaction times and broad substrate scope, including heteroaryl coupling partners, allow access to O-arylhydroxylamines that would be difficult to prepare in a single step by traditional methods. Moreover, the O-arylated products so formed can be directly transformed into substituted benzofurans in a single operation.

  DOI：

  10.1021/ja1044874

文献信息

• Pd-Catalyzed O-Arylation of Ethyl Acetohydroximate: Synthesis of <i>O</i>-Arylhydroxylamines and Substituted Benzofurans
  作者：Thomas J. Maimone、Stephen L. Buchwald

  DOI：10.1021/ja1044874

  日期：2010.7.28

  An efficient Pd catalyst for the O-arylation of ethyl acetohydroximate with aryl chlorides, bromides, and iodides has been developed. Ethyl acetohydroximate serves as an efficient hydroxylamine equivalent for C-O cross-coupling, thereby allowing for the preparation of O-arylhydroxylamines from simple aryl halides. Short reaction times and broad substrate scope, including heteroaryl coupling partners, allow access to O-arylhydroxylamines that would be difficult to prepare in a single step by traditional methods. Moreover, the O-arylated products so formed can be directly transformed into substituted benzofurans in a single operation.