N-(2-pyridyl)methyl 4-bromobenzenecarbothioamide | 916994-57-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-pyridyl)methyl 4-bromobenzenecarbothioamide
• 英文别名: 4-bromo-N-(pyridin-2-ylmethyl)benzenecarbothioamide
• CAS: 916994-57-5
• 化学式: C₁₃H₁₁BrN₂S
• 分子量: 307.214
• InChiKey: BHWPRANJRKROIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  57
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-pyridyl)methyl 4-bromobenzenecarbothioamide 在 吡啶 、 碘 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到3-(4-bromophenyl)imidazo[1,5-a]pyridine
  参考文献：
  名称：

  Synthesis of 2-Azaindolizines by Using an Iodine-Mediated Oxidative Desulfurization Promoted Cyclization of N-2-Pyridylmethyl Thioamides and an Investigation of Their Photophysical Properties

  摘要：

  Iodine-mediated, oxidative desulfurization promoted cyclization of N-2-pyridylmethyl thioamides serves as an efficient and versatile method for the preparation of 2-azaindolizines (imidazo[1,5-a]pyridines) and rare 2-azaindolizine sulfur-bridged dimers. The 2-azaindolizines prepared in this manner are readily converted to a variety of fluorescent compounds by using transition-metal-catalyzed cross-coupling reactions.

  DOI：

  10.1021/ol0623623
• 作为产物：
  描述：

  2-氨甲基吡啶 、 对溴苯甲醛 在 sulfur 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以48%的产率得到N-(2-pyridyl)methyl 4-bromobenzenecarbothioamide
  参考文献：
  名称：

  Synthesis of 2-Azaindolizines by Using an Iodine-Mediated Oxidative Desulfurization Promoted Cyclization of N-2-Pyridylmethyl Thioamides and an Investigation of Their Photophysical Properties

  摘要：

  Iodine-mediated, oxidative desulfurization promoted cyclization of N-2-pyridylmethyl thioamides serves as an efficient and versatile method for the preparation of 2-azaindolizines (imidazo[1,5-a]pyridines) and rare 2-azaindolizine sulfur-bridged dimers. The 2-azaindolizines prepared in this manner are readily converted to a variety of fluorescent compounds by using transition-metal-catalyzed cross-coupling reactions.

  DOI：

  10.1021/ol0623623

文献信息

• Synthesis of 2-Azaindolizines by Using an Iodine-Mediated Oxidative Desulfurization Promoted Cyclization of <i>N</i>-2-Pyridylmethyl Thioamides and an Investigation of Their Photophysical Properties
  作者：Fumitoshi Shibahara、Asumi Kitagawa、Eiji Yamaguchi、Toshiaki Murai

  DOI：10.1021/ol0623623

  日期：2006.11.1

  Iodine-mediated, oxidative desulfurization promoted cyclization of N-2-pyridylmethyl thioamides serves as an efficient and versatile method for the preparation of 2-azaindolizines (imidazo[1,5-a]pyridines) and rare 2-azaindolizine sulfur-bridged dimers. The 2-azaindolizines prepared in this manner are readily converted to a variety of fluorescent compounds by using transition-metal-catalyzed cross-coupling reactions.