1-(N-phenylphenylsulfonimidoyl)pyrrolidine | 1523524-14-2

• 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: 1-(N-phenylphenylsulfonimidoyl)pyrrolidine
• 英文别名: Oxo-phenyl-phenylimino-pyrrolidin-1-yl-lambda6-sulfane；oxo-phenyl-phenylimino-pyrrolidin-1-yl-λ6-sulfane
• CAS: 1523524-14-2
• 化学式: C₁₆H₁₈N₂OS
• 分子量: 286.398
• InChiKey: JDOQRBYDWWLYSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  41
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  tert-butyl N-(phenylsulfinyl)carbamate 在 N-氯代丁二酰亚胺 、 copper diacetate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 41.0h， 生成 1-(N-phenylphenylsulfonimidoyl)pyrrolidine
  参考文献：
  名称：

  A mild and efficient copper-catalyzed N-arylation of unprotected sulfonimidamides using boronic acids

  摘要：

  An efficient and low cost copper catalyzed system for N-arylation of sulfonimidamides has been developed. The reaction proceeds at room temperature under base free conditions. Various N-aryl, N-heteroaryl, and N-cyclopropyl sulfonimidamides were obtained in good to excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.084

文献信息

• N-Arylation of primary and tertiary sulfonimidamides (SIAs) with benzyne precursors under transition metal-free conditions
  作者：Srinivas Ambala、Kimberleigh B. Govender、Kamal K. Rajbongshi、Thavendran Govender、Hendrik G. Kruger、Tricia Naicker、Per I. Arvidsson

  DOI：10.1016/j.tetlet.2023.154583

  日期：2023.7

  Herein, we report an effective and efficient transition metal-free method wherein benzyne intermediates from silyl aryl triflates were successfully coupled with primary sulfonimidamides. The use of CsF in ACN proved to be the optimal condition for the N-arylation of various substituted primary sulfonimidamides, resulting in good to excellent yields. Further, the addition of 18-crown-6 to the present

  在此，我们报告了一种有效且高效的无过渡金属方法，其中来自甲硅烷基芳基三氟甲磺酸酯的苯炔中间体成功地与伯磺酰亚胺偶联。在 ACN 中使用 CsF 被证明是各种取代的伯磺酰亚胺酰胺的N-芳基化的最佳条件，从而产生良好到极好的收率。此外，在本方法中添加 18-crown-6 将范围扩展到以中低产率获得的叔磺酰亚胺。
• A mild and efficient copper-catalyzed N-arylation of unprotected sulfonimidamides using boronic acids
  作者：S.R.K. Battula、G.V. Subbareddy、I.E. Chakravarthy

  DOI：10.1016/j.tetlet.2013.11.084

  日期：2014.1

  An efficient and low cost copper catalyzed system for N-arylation of sulfonimidamides has been developed. The reaction proceeds at room temperature under base free conditions. Various N-aryl, N-heteroaryl, and N-cyclopropyl sulfonimidamides were obtained in good to excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.