(4E,14E)-8,18-dimethoxy-2,12-bis-(4-methylphenyl)sulfonyl-2,12-diazatricyclo[14.4.0.06,11]icosa-1(16),4,6(11),7,9,14,17,19-octaene | 1174332-90-1

• 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: (4E,14E)-8,18-dimethoxy-2,12-bis-(4-methylphenyl)sulfonyl-2,12-diazatricyclo[14.4.0.06,11]icosa-1(16),4,6(11),7,9,14,17,19-octaene
• CAS: 1174332-90-1
• 化学式: C₃₄H₃₄N₂O₆S₂
• 分子量: 630.786
• InChiKey: QLCQIXUVMSOWBV-KQQUZDAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  44
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  6-methoxy-1-tosyl-4-vinyl-1H-benzo[d][1,3]oxazin-2(4H)-one 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 以94%的产率得到(4E,14E)-8,18-dimethoxy-2,12-bis-(4-methylphenyl)sulfonyl-2,12-diazatricyclo[14.4.0.06,11]icosa-1(16),4,6(11),7,9,14,17,19-octaene
  参考文献：
  名称：

  Decarboxylative cyclizations and cycloadditions of palladium-polarized aza-ortho-xylylenes

  摘要：

  Vinyl benzoxazinones undergo decarboxylation in the presence of palladium catalysts to form palladium-polarized aza-ortho-xylylenes, which are versatile reaction intermediates. These palladium-polarized aza-ortho-xylylenes are generated under exceptionally mild conditions and undergo a plethora of different reactions depending on the reaction conditions. Specifically, they undergo dimerization reactions to produce macrocycles, cyclizations to form dihydroquinolines, cycloadditions with electrophilic p-bonds, and nucleophilic attack by amines. Thus, a wide array of structurally unique aniline derivatives can be accessed from these unique intermediates. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.071

文献信息

• Decarboxylative cyclizations and cycloadditions of palladium-polarized aza-ortho-xylylenes
  作者：Chao Wang、Nirmal Pahadi、Jon A. Tunge

  DOI：10.1016/j.tet.2009.04.071

  日期：2009.6

  Vinyl benzoxazinones undergo decarboxylation in the presence of palladium catalysts to form palladium-polarized aza-ortho-xylylenes, which are versatile reaction intermediates. These palladium-polarized aza-ortho-xylylenes are generated under exceptionally mild conditions and undergo a plethora of different reactions depending on the reaction conditions. Specifically, they undergo dimerization reactions to produce macrocycles, cyclizations to form dihydroquinolines, cycloadditions with electrophilic p-bonds, and nucleophilic attack by amines. Thus, a wide array of structurally unique aniline derivatives can be accessed from these unique intermediates. (C) 2009 Elsevier Ltd. All rights reserved.