N-[1-(4-Methoxy-phenyl)-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-(4-Methoxy-phenyl)-ethyl]-benzenesulfonamide
• 英文别名: N-[1-(4-methoxyphenyl)ethyl]benzenesulfonamide
• 化学式: C₁₅H₁₇NO₃S
• 分子量: 291.371
• InChiKey: JXOWYTCIKJWIBI-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-(4-Methoxy-phenyl)-ethyl]-benzenesulfonamide 、 环氧氯丙烷 在 sodium hydride 作用下， 生成 N-[1-(4-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：

  4-甲氧基苯乙烯 、 苯磺酰胺 在 碘 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以75%的产率得到N-[1-(4-Methoxy-phenyl)-ethyl]-benzenesulfonamide
  参考文献：
  名称：

  Iodine-catalyzed intermolecular hydroamination of vinyl arenes

  摘要：

  The vinyl arenes undergo smooth hydroamination with sulfonamides in the presence of 10 mol% of iodine to furnish tosyl and mesyl-protected secondary amines in excellent yields ill Short reaction times. The use of inexpensive and readily available molecular iodine makes this method quite simple, more convenient, and practical. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.010

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.
• 10.1016/j.tet.2024.134022
  作者：Lai, Huifang、Xu, Jiexin、Liu, Xueyan、Zha, Daijun

  DOI：10.1016/j.tet.2024.134022

  日期：——
• Iodine-catalyzed intermolecular hydroamination of vinyl arenes
  作者：J.S. Yadav、B.V. Subba Reddy、T. Srinivasa Rao、B. Bala M. Krishna

  DOI：10.1016/j.tetlet.2009.07.010

  日期：2009.9

  The vinyl arenes undergo smooth hydroamination with sulfonamides in the presence of 10 mol% of iodine to furnish tosyl and mesyl-protected secondary amines in excellent yields ill Short reaction times. The use of inexpensive and readily available molecular iodine makes this method quite simple, more convenient, and practical. (C) 2009 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。