1-(6-chlorobenzo[d]oxazol-2-yl)-N,N-diisopropyl-3-phenylpropane-1-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 1-(6-chlorobenzo[d]oxazol-2-yl)-N,N-diisopropyl-3-phenylpropane-1-amine
• 英文别名: 1-(6-chloro-1,3-benzoxazol-2-yl)-3-phenyl-N,N-di(propan-2-yl)propan-1-amine
• 化学式: C₂₂H₂₇ClN₂O
• 分子量: 370.922
• InChiKey: IHTBDFMMZLHREJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  29.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,6-二氯苯并噁唑 、 N,N-di(isopropyl)-3-phenylpropane-1-amine 在 fac-Ir(ppy)₃ 作用下， 以 乙腈 为溶剂， 生成 1-(6-chlorobenzo[d]oxazol-2-yl)-N,N-diisopropyl-3-phenylpropane-1-amine 、
  参考文献：
  名称：

  Photoredox-Mediated C–H Functionalization and Coupling of Tertiary Aliphatic Amines with 2-Chloroazoles

  摘要：

  Herein, conditions for C-H functionalization of tertiary aliphatic amines and their subsequent coupling with a number of 2-chloroazole derivatives are reported. The reaction is facilitated by a catalytic amount of tris-fac-Ir(ppy)3, with blue light irradiation and takes place under mild and convenient conditions. Most couplings take place with excellent regioselectivity. The reaction is tolerant of a number of functional groups and allows for rapid access to alpha-azole carbinamines commonly found in post-translationally modified peptides.

  DOI：

  10.1021/ol402751j

文献信息

• Photoredox-Mediated C–H Functionalization and Coupling of Tertiary Aliphatic Amines with 2-Chloroazoles
  作者：Anuradha Singh、Amandeep Arora、Jimmie D. Weaver

  DOI：10.1021/ol402751j

  日期：2013.10.18

  Herein, conditions for C-H functionalization of tertiary aliphatic amines and their subsequent coupling with a number of 2-chloroazole derivatives are reported. The reaction is facilitated by a catalytic amount of tris-fac-Ir(ppy)3, with blue light irradiation and takes place under mild and convenient conditions. Most couplings take place with excellent regioselectivity. The reaction is tolerant of a number of functional groups and allows for rapid access to alpha-azole carbinamines commonly found in post-translationally modified peptides.