(E)-N-(4-methoxyphenyl)-2-phenylethenesulfonamide

• 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: (E)-N-(4-methoxyphenyl)-2-phenylethenesulfonamide
• 英文别名: (E)-N-4-methoxyphenyl-styrylsulfonamide；N-(4-Methoxy-phenyl)-trans-2-phenyl-aethen-1-sulfonamid
• 化学式: C₁₅H₁₅NO₃S
• 分子量: 289.355
• InChiKey: OCHSTFBIKFCACY-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-溴-1-丁烯 、 (E)-N-(4-methoxyphenyl)-2-phenylethenesulfonamide 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成 (E)-N-(4-methoxyphenyl)-N-(2-methylallyl)-2-phenylethenesulfonamide
  参考文献：
  名称：

  Desulfonylation-Initiated Distal Alkenyl Migration in Copper-Catalyzed Alkenylation of Unactivated Alkenes

  摘要：

  A novel and efficient protocol for desulfonylation-initiated distal alkenyl migration and its application to the elusive alkenylation of unactivated alkenes have been presented. This radical cascade process has successfully achieved the vicinal difluoroalkylalkenylation of unactivated alkenes with excellent chemo-, regio-, and stereoselectivity in high efficiency under mild conditions. The reactions afford previously unknown 3,3-difluoro-S-styrylpiperidin-2-one derivatives or beta-styryl-gamma-difluoroalkyl amines bearing a quaternary stereocenter. This is the first report of difunctionalization of unactivated alkenes through desulfonylation-initiated distal alkenyl migration.

  DOI：

  10.1021/acs.orglett.8b02840
• 作为产物：
  描述：

  苯乙烯 在 磺酰氯 、 碳酸氢钠 、 N,N-二甲基甲酰胺 作用下， 以 neat (no solvent) 为溶剂， 反应 8.25h， 生成 (E)-N-(4-methoxyphenyl)-2-phenylethenesulfonamide
  参考文献：
  名称：

  Solvent-Free Synthesis of Novel Styrenesulfonamide Derivatives and Evaluation of their Antibacterial Activity

  摘要：

  在无溶剂条件下，以苯乙烯磺酰氯和多种胺为原料制备了新型 N-芳基苯乙烯磺酰胺衍生物，并测定了它们对金黄色葡萄球菌和大肠杆菌的体外抗菌活性。

  DOI：

  10.3184/174751915x14241022318075

文献信息

• Solvent-Free Synthesis of Novel Styrenesulfonamide Derivatives and Evaluation of their Antibacterial Activity
  作者：Narjes Khaton Maghsoodi、Tooba Khazaeli、Ahmad Reza Massah

  DOI：10.3184/174751915x14241022318075

  日期：2015.4

  Novel N-aryl-styrenesulfonamide derivatives have been prepared from styrenesulfonyl chloride and a variety of amines under solvent-free conditions and their in vitro anti-bacterial activities against Staphylococcus aureus and Escherichia coli have been determined.

  在无溶剂条件下，以苯乙烯磺酰氯和多种胺为原料制备了新型 N-芳基苯乙烯磺酰胺衍生物，并测定了它们对金黄色葡萄球菌和大肠杆菌的体外抗菌活性。
• Unsaturated Sulfides, Sulfones, Sulfoxides and Sulfonamides Synthesis
  申请人：Reddy M.V. Ramana

  公开号：US20090124828A1

  公开（公告）日：2009-05-14

  α,β-Unsaturated sulfides, sulfones, sulfoxides and sulfonamides according to Formula I: wherein Ar 1 , Ar 2 , X, n, * and R are as defined herein, are prepared by dehydration of β-hydroxy sulfides, sulfones, sulfoxides or sulfonamides.

  根据公式I，制备α，β-不饱和硫化物，磺酰酸，亚磺酸和磺酰胺，其中Ar1，Ar2，X，n，*和R的定义如下，通过β-羟基硫化物，磺酰酸，亚磺酸或磺酰胺的脱水反应制备。
• UNSATURATED SULFIDES, SULFONES, SULFOXIDES AND SULFONAMIDES SYNTHESIS
  申请人：Temple University - Of The Commonwealth System of Higher Education

  公开号：EP1896401B1

  公开（公告）日：2013-04-10
• US8143453B2
  申请人：——

  公开号：US8143453B2

  公开（公告）日：2012-03-27
• Desulfonylation-Initiated Distal Alkenyl Migration in Copper-Catalyzed Alkenylation of Unactivated Alkenes
  作者：Xiaoyang Wang、Jing Liu、Ze Yu、Minjie Guo、Xiangyang Tang、Guangwei Wang

  DOI：10.1021/acs.orglett.8b02840

  日期：2018.10.19

  A novel and efficient protocol for desulfonylation-initiated distal alkenyl migration and its application to the elusive alkenylation of unactivated alkenes have been presented. This radical cascade process has successfully achieved the vicinal difluoroalkylalkenylation of unactivated alkenes with excellent chemo-, regio-, and stereoselectivity in high efficiency under mild conditions. The reactions afford previously unknown 3,3-difluoro-S-styrylpiperidin-2-one derivatives or beta-styryl-gamma-difluoroalkyl amines bearing a quaternary stereocenter. This is the first report of difunctionalization of unactivated alkenes through desulfonylation-initiated distal alkenyl migration.