N-(4-乙烯基苯基)苯磺酰胺 | 63740-28-3

• 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-(4-乙烯基苯基)苯磺酰胺
• 英文名称: N-(4-vinylphenyl)benzenesulfonamide
• 英文别名: N-(4-Ethenylphenyl)benzenesulfonamide
• CAS: 63740-28-3
• 化学式: C₁₄H₁₃NO₂S
• 分子量: 259.329
• InChiKey: KUCVOPQCWSDFLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-乙烯基苯基)苯磺酰胺 、 methyl 2-((phenylsulfonyl)methyl)acrylate 在 [Ir(ppy)₂bpy]PF₆ 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 9.0h， 以47%的产率得到
  参考文献：
  名称：

  Visible-Light-Driven Neutral Nitrogen Radical Mediated Intermolecular Styrene Difunctionalization

  摘要：

  A neutral nitrogen radical-mediation strategy, wherein the existing N-H moiety of substrates serves as a neutral nitrogen radical precursor to enable room-temperature intermolecular radical difunctionalization of styrenes under photoredox catalysis, is reported. The reaction shows high functional group tolerance and substrate scope with respect to both components, giving the corresponding products with generally good yields. Preliminary control experiments and DFT calculations are performed to explain the reaction mechanism.

  DOI：

  10.1021/acs.orglett.9b01362
• 作为产物：
  描述：

  苯磺酰氯 在 吡啶 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 三乙胺 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 0.17h， 生成 N-(4-乙烯基苯基)苯磺酰胺
  参考文献：
  名称：

  Visible-Light-Driven Neutral Nitrogen Radical Mediated Intermolecular Styrene Difunctionalization

  摘要：

  A neutral nitrogen radical-mediation strategy, wherein the existing N-H moiety of substrates serves as a neutral nitrogen radical precursor to enable room-temperature intermolecular radical difunctionalization of styrenes under photoredox catalysis, is reported. The reaction shows high functional group tolerance and substrate scope with respect to both components, giving the corresponding products with generally good yields. Preliminary control experiments and DFT calculations are performed to explain the reaction mechanism.

  DOI：

  10.1021/acs.orglett.9b01362

文献信息

• Cu‐Catalyzed Coupling Reactions of Sulfonamides with (Hetero)Aryl Chlorides/Bromides
  作者：Qiaoli Li、Lanting Xu、Dawei Ma

  DOI：10.1002/anie.202210483

  日期：2022.10.24

  of (hetero)aryl halides proceeds with excellent reaction scope by using oxalamides or 4-hydroxypicolinamides as the ligands. For bromides, only 2–5 mol % CuI and oxalamides were required. For chlorides, increasing catalytic loadings to 10 mol % Cu2O and ligands was needed. Direct sulfonamidation of four chloro-containing marketed drugs and preparation of two sulfonamide drugs were achieved under these

  通过使用草酰胺或 4-羟基吡啶甲酰胺作为配体，Cu 催化的（杂）芳基卤化物磺酰胺化反应具有出色的反应范围。对于溴化物，仅需要 2–5 mol% CuI 和草酰胺。对于氯化物，需要将催化负载增加到 10 mol% Cu 2 O 和配体。在此条件下实现了四种含氯市售药物的直接磺酰胺化和两种磺胺类药物的制备。
• US4032518A
  申请人：——

  公开号：US4032518A

  公开（公告）日：1977-06-28
• US4064168A
  申请人：——

  公开号：US4064168A

  公开（公告）日：1977-12-20
• Visible-Light-Driven Neutral Nitrogen Radical Mediated Intermolecular Styrene Difunctionalization
  作者：Quan-Qing Zhao、Man Li、Xiao-Song Xue、Jia-Rong Chen、Wen-Jing Xiao

  DOI：10.1021/acs.orglett.9b01362

  日期：2019.5.17

  A neutral nitrogen radical-mediation strategy, wherein the existing N-H moiety of substrates serves as a neutral nitrogen radical precursor to enable room-temperature intermolecular radical difunctionalization of styrenes under photoredox catalysis, is reported. The reaction shows high functional group tolerance and substrate scope with respect to both components, giving the corresponding products with generally good yields. Preliminary control experiments and DFT calculations are performed to explain the reaction mechanism.