N-(3-(cyclobutylidenemethyl)but-3-enyl)-4-methyl-N-phenylbenzenesulfonamide | 1073609-03-6

• 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: N-(3-(cyclobutylidenemethyl)but-3-enyl)-4-methyl-N-phenylbenzenesulfonamide
• 英文别名: N-[3-(cyclobutylidenemethyl)but-3-enyl]-4-methyl-N-phenylbenzenesulfonamide
• CAS: 1073609-03-6
• 化学式: C₂₂H₂₅NO₂S
• 分子量: 367.512
• InChiKey: JYHKQWKXEDOQFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-苯基马来酰亚胺 、 N-(3-(cyclobutylidenemethyl)but-3-enyl)-4-methyl-N-phenylbenzenesulfonamide 以 二氯甲烷 为溶剂， 反应 24.0h， 以79%的产率得到N-(2-(1',3'-dioxo-2'-phenyl-1',2',3',3a',7',7a'-hexahydrospiro[cyclobutane-1,4'-isoindole]-6'-yl)ethyl)-4-methyl-N-phenylbenzenesulfonamide
  参考文献：
  名称：

  Enyne Cross-Metathesis with Strained, Geminally-Substituted Alkenes: Direct Access to Highly Substituted 1,3-Dienes

  摘要：

  Angle strain in methylene cyclobutane was used to drive a cross-enyne metathesis with 1-alkynes, giving 1,1,3-trisubstituted 1,3-dienes in good isolated yields. An extensive survey of Grubbs' second-generation catalysts led to an optimized reaction conducted at 0 degrees C.

  DOI：

  10.1021/ol802007q
• 作为产物：
  描述：

  亚甲基环丁烷 、 N-but-3-ynyl-4-methyl-N-phenylbenzenesulfonamide 在 Stewart-Grubbs catalyst 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到N-(3-(cyclobutylidenemethyl)but-3-enyl)-4-methyl-N-phenylbenzenesulfonamide
  参考文献：
  名称：

  Enyne Cross-Metathesis with Strained, Geminally-Substituted Alkenes: Direct Access to Highly Substituted 1,3-Dienes

  摘要：

  Angle strain in methylene cyclobutane was used to drive a cross-enyne metathesis with 1-alkynes, giving 1,1,3-trisubstituted 1,3-dienes in good isolated yields. An extensive survey of Grubbs' second-generation catalysts led to an optimized reaction conducted at 0 degrees C.

  DOI：

  10.1021/ol802007q

文献信息

• Enyne Cross-Metathesis with Strained, Geminally-Substituted Alkenes: Direct Access to Highly Substituted 1,3-Dienes
  作者：Daniel A. Clark、Brenda S. Basile、William S. Karnofel、Steven T. Diver

  DOI：10.1021/ol802007q

  日期：2008.11.6

  Angle strain in methylene cyclobutane was used to drive a cross-enyne metathesis with 1-alkynes, giving 1,1,3-trisubstituted 1,3-dienes in good isolated yields. An extensive survey of Grubbs' second-generation catalysts led to an optimized reaction conducted at 0 degrees C.