N-[1-(4-氯苯基)丙基]-4-甲基苯磺酰胺 | 652155-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-[1-(4-氯苯基)丙基]-4-甲基苯磺酰胺
• 英文名称: (+/-)-4-methyl-N-[1-(4-chlorophenyl)propyl]benzenesulfonamide
• 英文别名: N-[1-(4-chlorophenyl)propyl]-4-methylbenzenesulfonamide
• CAS: 652155-23-2
• 化学式: C₁₆H₁₈ClNO₂S
• 分子量: 323.843
• InChiKey: FELFCXNYILITQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  diethylzinc 、 N-(4-chlorobenzylidene)-4-methylbenzenesulfonamide 在 potassium tert-butylate 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 24.0h， 以87%的产率得到N-[1-(4-氯苯基)丙基]-4-甲基苯磺酰胺
  参考文献：
  名称：

  N-杂环卡宾配体在铜催化下将二乙基锌加成到N-磺酰亚胺中。

  摘要：

  N-杂环卡宾（NHC）是由咪唑鎓盐和咪唑啉鎓盐通过C-2氢去质子化原位生成的，并在铜催化的二乙基锌加成至N-磺酰亚胺中用作配体。铜-NHC配合物显示具有有效的配体加速作用（LAE）。

  DOI：

  10.1248/cpb.56.57

文献信息

• Carbon radical addition to N-sulfonylimines mediated by triethylborane or zinc
  作者：Masafumi Ueda、Hideto Miyabe、Okiko Miyata、Takeaki Naito

  DOI：10.1016/j.tet.2008.12.031

  日期：2009.2

  The utility of N-sulfonylimines as radical acceptors was investigated under the different reaction conditions such as the stannyl radical-mediated addition reaction, the triethylborane-mediated tin-free radical reaction, and the zinc-mediated aqueous-medium radical reaction. The alkyl radical addition reaction of N-sulfonylimines proceeded effectively without the activation by Lewis acid. These reactions were successfully extended to one-pot reactions for preparing a wide range of amine derivatives. (C) 2008 Elsevier Ltd. All rights reserved.
• Chiral C1-symmetric diaminothiophosphoramide–Cu(I) catalyzed asymmetric addition of diethylzinc to N-sulfonylimines
  作者：Min Shi、Wen Zhang

  DOI：10.1016/j.tetasy.2003.09.031

  日期：2003.10

  In the presence of a catalytic amount of chiral diaminothiophosphoramide L7 (6 mol%) and Cu(I) (3 mol%), the asymmetric addition of diethylzinc to N-sulfonylimines could be achieved in good yields with moderate to good e.e. (50-74% e.e.) at 0degreesC in toluene. A novel chiral diaminothiophosphoramide ligand system for this asymmetric addition reaction has been explored. (C) 2003 Elsevier Ltd. All rights reserved.
• Chiral Binaphthylthiophosphoramide−Cu(I)-Catalyzed Asymmetric Addition of Diethylzinc to <i>N</i>-Sulfonylimines
  作者：Chun-Jiang Wang、Min Shi

  DOI：10.1021/jo034269n

  日期：2003.8.1

  In the presence of a catalytic amount of chiral binaphthylthiophosphoramide L2 (6 mol %) and Cu(I) (3 mol %), the asymmetric addition of diethylzinc to N-sulfonylimines could be achieved in good yields with moderate to high ee (63-93% ee) at 0 degreesC in toluene. A novel chiral binaphthylthiophosphoramide ligand system for this asymmetric addition reaction has been explored.
• N-Heterocyclic Carbene Ligands in Copper-Catalyzed Addition of Diethylzinc to N-Sulfonylimines
  作者：Abu Bakar Md.、Yumiko Suzuki、Masayuki Sato

  DOI：10.1248/cpb.56.57

  日期：——

  N-Heterocyclic carbenes (NHCs) were generated in-situ from imidazolium and imidazolinium salts by deprotonation of C-2 hydrogen and were used as ligands in the copper-catalyzed addition of diethylzinc to N-sulfonylimines. The copper-NHC complexes were shown to possess an efficient ligand acceleration effect (LAE).

  N-杂环卡宾（NHC）是由咪唑鎓盐和咪唑啉鎓盐通过C-2氢去质子化原位生成的，并在铜催化的二乙基锌加成至N-磺酰亚胺中用作配体。铜-NHC配合物显示具有有效的配体加速作用（LAE）。