2-(4-chlorophenylthiomethyl)-2,1-borazaronaphthalene

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(4-chlorophenylthiomethyl)-2,1-borazaronaphthalene
• 英文别名: 2-[(4-chlorophenyl)sulfanylmethyl]-1H-1,2-benzazaborinine
• 化学式: C₁₅H₁₃BClNS
• 分子量: 285.605
• InChiKey: YEVAZQJWLALQRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.64
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基苯乙烯 在 盐酸 、 四氯化硅 、 三乙胺 、 1-butyl-3-methylimidazolium Tetrafluoroborate 、 锌 作用下， 以 水 为溶剂， 反应 34.08h， 生成 2-(4-chlorophenylthiomethyl)-2,1-borazaronaphthalene
  参考文献：
  名称：

  Accessing an Azaborine Building Block: Synthesis and Substitution Reactions of 2-Chloromethyl-2,1-borazaronaphthalene

  摘要：

  One major synthetic route to the synthesis of benzyl amines, ethers, and esters is the nucleophilic substitution of a benzylic halide. To develop a method for the facile synthesis and functionalization of the isosteric azaborines, 2-chloromethyl-2,1-borazaronaphthalene has been synthesized in one step to afford a similar common precursor to a benzylic halide. This BN isostere has been shown to be an effective building block by serving as an electrophile in substitution reactions with a large variety of nucleophiles.

  DOI：

  10.1021/ol502708z

文献信息

• Accessing an Azaborine Building Block: Synthesis and Substitution Reactions of 2-Chloromethyl-2,1-borazaronaphthalene
  作者：Gary A. Molander、Steven R. Wisniewski、Javad Amani

  DOI：10.1021/ol502708z

  日期：2014.11.7

  One major synthetic route to the synthesis of benzyl amines, ethers, and esters is the nucleophilic substitution of a benzylic halide. To develop a method for the facile synthesis and functionalization of the isosteric azaborines, 2-chloromethyl-2,1-borazaronaphthalene has been synthesized in one step to afford a similar common precursor to a benzylic halide. This BN isostere has been shown to be an effective building block by serving as an electrophile in substitution reactions with a large variety of nucleophiles.