4-bromo-N-(4-methoxybenzylidene)benzenesulfonamide | 1266248-84-3

• 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: 4-bromo-N-(4-methoxybenzylidene)benzenesulfonamide
• 英文别名: 4-bromo-N-[(4-methoxyphenyl)methylidene]benzenesulfonamide
• CAS: 1266248-84-3
• 化学式: C₁₄H₁₂BrNO₃S
• 分子量: 354.224
• InChiKey: WGNLGWYGMCAWNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-二甲基吡啶 、 4-bromo-N-(4-methoxybenzylidene)benzenesulfonamide 在 1,10-菲罗啉 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以75%的产率得到4-bromo-N-(1-(4-methoxyphenyl)-2-(6-methylpyridin-2-yl)ethyl)benzenesulfonamide
  参考文献：
  名称：

  Copper Catalyzed C−H Functionalization for Direct Mannich Reactions

  摘要：

  A protocol for a practical and direct addition of alpha- and gamma-alkyl azaarenes to N-sulfonyl aldimines has been developed. Copper salts act as efficient Lewis acid catalysts for direct Mannich-type reactions providing a mild and fast access to various functionalized heterocycles.

  DOI：

  10.1021/ol103150g

文献信息

• Photocatalytic Late-Stage Functionalization of Sulfonamides via Sulfonyl Radical Intermediates
  作者：Michael J. Tilby、Damien F. Dewez、Loïc R. E. Pantaine、Adrian Hall、Carolina Martínez-Lamenca、Michael C. Willis

  DOI：10.1021/acscatal.2c01442

  日期：——

  access radical chemistry, which is harnessed by combining pharmaceutically relevant sulfonamides with an assortment of alkene fragments. Additionally, the sulfinate anion can be readily obtained, further broadening the options for sulfonamide functionalization. Mechanistic studies suggest that energy-transfer catalysis (EnT) is in operation.

  大量的药物分子和农用化学品都含有磺胺官能团。然而，磺胺类药物很少被视为合成有用的官能团。为了应对这一限制，本文描述了一种后期功能化策略，该策略允许磺胺类药物转化为关键的磺酰基自由基中间体。该方法利用无金属光催化方法来获得自由基化学，该方法通过将药学相关的磺胺类药物与各种烯烃片段结合来加以利用。此外，亚磺酸根阴离子可以很容易地获得，进一步拓宽了磺胺官能化的选择范围。机理研究表明，能量转移催化（EnT）正在运行。
• INHIBITORS OF PROTEIN PRENYLTRANSFERASES
  申请人：Tamanoi Fuyuhiko

  公开号：US20100063114A1

  公开（公告）日：2010-03-11

  The present invention is directed to novel compounds. These compounds can be useful in inhibiting the activity of GGTase I. The compounds can also be used as anti-cancer therapeutics including as part of methods for treating cancer, in assays, and in kits.
• US8093274B2
  申请人：——

  公开号：US8093274B2

  公开（公告）日：2012-01-10
• Copper Catalyzed C−H Functionalization for Direct Mannich Reactions
  作者：Magnus Rueping、Nikita Tolstoluzhsky

  DOI：10.1021/ol103150g

  日期：2011.3.4

  A protocol for a practical and direct addition of alpha- and gamma-alkyl azaarenes to N-sulfonyl aldimines has been developed. Copper salts act as efficient Lewis acid catalysts for direct Mannich-type reactions providing a mild and fast access to various functionalized heterocycles.