N-(1-(3-methoxyphenyl)ethyl)benzenesulfonamide

• 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-(1-(3-methoxyphenyl)ethyl)benzenesulfonamide
• 英文别名: N-[1-(3-methoxyphenyl)ethyl]benzenesulfonamide
• 化学式: C₁₅H₁₇NO₃S
• 分子量: 291.371
• InChiKey: JQUSOTMSGLJMFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(1-(3-methoxyphenyl)ethyl)benzenesulfonamide 、 环氧氯丙烷 在 sodium hydride 作用下， 生成 N-[1-(3-Methoxy-phenyl)-ethyl]-N-oxiranylmethyl-benzenesulfonamide
  参考文献：
  名称：

  Phytotoxic Activity ofN-Benzylbenzenesulfonamides

  摘要：

  我们合成了一系列 N-苄基苯磺酰胺类化合物，并测试了它们的生物活性。在这些化合物中，N-(2,3-环氧丙基)-N-(α-甲基苄基)苯磺酰胺衍生物对稗草的活性最强，并且在稗草和水稻植物之间具有生理选择性。

  DOI：

  10.1080/00021369.1984.10866170
• 作为产物：
  描述：

  3-甲氧基苯乙烯 、 苯磺酰胺 在 C₁₃H₁₇ClN₃O₂Pd^(1-) 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以73%的产率得到N-(1-(3-methoxyphenyl)ethyl)benzenesulfonamide
  参考文献：
  名称：

  Chemoselective hydroamination of vinyl arenes catalyzed by an NHC-amidate-alkoxide Pd(II) complex and p-TsOH

  摘要：

  The hydroamination of various substituted vinyl arenes with benzenesulfonamide was explored using an NHC-amidate-alkoxide palladium catalyst in conjunction with p-TsOH. Utilizing halide-substituted and electron-rich vinyl arenes, this methodology selectively furnished the cross-coupled hydroamination products in moderate to excellent yields in a Markovnikov fashion while greatly reducing undesired acid-catalyzed homocoupling of the vinyl arenes. Electron-rich vinyl arenes typically required milder conditions than electron-poor ones. While most effective for para-substituted substrates, the catalyst system also furnished the desired products from ortho- and meta-substituted vinyl arenes with high chemoselectivities. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.101

文献信息

• Chemoselective hydroamination of vinyl arenes catalyzed by an NHC-amidate-alkoxide Pd(II) complex and p-TsOH
  作者：Richard Giles、Justin O’Neill、Joo Ho Lee、Michael K. Chiu、Kyung Woon Jung

  DOI：10.1016/j.tetlet.2013.05.101

  日期：2013.7

  The hydroamination of various substituted vinyl arenes with benzenesulfonamide was explored using an NHC-amidate-alkoxide palladium catalyst in conjunction with p-TsOH. Utilizing halide-substituted and electron-rich vinyl arenes, this methodology selectively furnished the cross-coupled hydroamination products in moderate to excellent yields in a Markovnikov fashion while greatly reducing undesired acid-catalyzed homocoupling of the vinyl arenes. Electron-rich vinyl arenes typically required milder conditions than electron-poor ones. While most effective for para-substituted substrates, the catalyst system also furnished the desired products from ortho- and meta-substituted vinyl arenes with high chemoselectivities. (C) 2013 Elsevier Ltd. All rights reserved.
• Phytotoxic Activity of<i>N</i>-Benzylbenzenesulfonamides
  作者：Koichi Yoneyama、Nobumasa Ichizen、Hiroyoshi Omokawa、Yasutomo Takeuchi、Makoto Konnai、Tetsuo Takematsu

  DOI：10.1080/00021369.1984.10866170

  日期：1984.2

  A series of N-benzylbenzenesulfonamides were synthesized and their biological activities were tested. Among these compounds, N-(2,3-epoxypropyl)-N-(α-methylbenzyl)benzenesulfonamide derivatives were found to be the most active against barnyardgrass and to have physiological selectivity between barnyardgrass and rice plants.

  我们合成了一系列 N-苄基苯磺酰胺类化合物，并测试了它们的生物活性。在这些化合物中，N-(2,3-环氧丙基)-N-(α-甲基苄基)苯磺酰胺衍生物对稗草的活性最强，并且在稗草和水稻植物之间具有生理选择性。