1-(phenethylsulfonyl)piperidine | 313276-26-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(phenethylsulfonyl)piperidine
• 英文别名: Phenethyl piperidino sulfone；1-(2-phenylethylsulfonyl)piperidine
• CAS: 313276-26-5
• 化学式: C₁₃H₁₉NO₂S
• mdl: MFCD01231443
• 分子量: 253.365
• InChiKey: SLHZFVHBNKNUGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Vinylsulfonsaeure-piperidid 、 苯硼酸 在 [Rh(OH)(cod)]2 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 18.0h， 以19%的产率得到1-(phenethylsulfonyl)piperidine
  参考文献：
  名称：

  The first examples of rhodium-catalyzed 1,4-conjugate addition reactions of arylboronic acids with ethenesulfonamides

  摘要：

  An unprecedented rhodium-catalyzed 1,4-conjugate addition of arylboronic acids with ethenesulfonamides resulting in the corresponding 2-arylethanesulfonamides is described. The amino substituent, the applied arylboronic acid, the type of Rh-catalyst, and the experimental conditions all affected the reaction outcome. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.108

文献信息

• Sulfinates from Amines: A Radical Approach to Alkyl Sulfonyl Derivatives via Donor–Acceptor Activation of Pyridinium Salts
  作者：Jonathan A. Andrews、Loïc R. E. Pantaine、Christopher F. Palmer、Darren L. Poole、Michael C. Willis

  DOI：10.1021/acs.orglett.1c03194

  日期：2021.11.5

  Synthetically versatile alkyl sulfinates can be prepared from readily available amines, using Katritzky pyridinium salt intermediates. In a catalyst-free procedure, primary, secondary, and benzylic alkyl radicals are generated by photoinduced or thermally induced single-electron transfer (SET) from an electron donor–acceptor (EDA) complex, and trapped by SO2 to generate sulfonyl radicals. Hydrogen

  合成通用的烷基亚磺酸盐可以使用卡特里茨基吡啶鎓盐中间体从容易获得的胺制备。在无催化剂的过程中，伯、仲和苄基烷基自由基是通过光诱导或热诱导单电子转移 (SET) 从电子供体 - 受体 (EDA) 复合物产生的，并被 SO 2捕获以产生磺酰基自由基。来自 Hantzsch 酯的氢原子转移 (HAT) 产生烷基亚磺酸盐产物，用于制备一系列与药物化学相关的含磺酰基基序。
• The first examples of rhodium-catalyzed 1,4-conjugate addition reactions of arylboronic acids with ethenesulfonamides
  作者：Hicham Zilaout、Adri van den Hoogenband、Jelle de Vries、Jos H.M. Lange、Jan Willem Terpstra

  DOI：10.1016/j.tetlet.2011.08.108

  日期：2011.11

  An unprecedented rhodium-catalyzed 1,4-conjugate addition of arylboronic acids with ethenesulfonamides resulting in the corresponding 2-arylethanesulfonamides is described. The amino substituent, the applied arylboronic acid, the type of Rh-catalyst, and the experimental conditions all affected the reaction outcome. (C) 2011 Elsevier Ltd. All rights reserved.