(E)-2-(4-chlorophenylsulfonyl)-1,5-diphenylpent-4-en-1-one | 1104732-63-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-2-(4-chlorophenylsulfonyl)-1,5-diphenylpent-4-en-1-one
• CAS: 1104732-63-9
• 化学式: C₂₃H₁₉ClO₃S
• 分子量: 410.921
• InChiKey: NVXSZYNWBRUVIQ-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  51.21
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  烯丙苯 、 2-((4-chlorophenyl)sulfonyl)-1-phenylethanone 在 copper diacetate 、 manganese(III) triacetate dihydrate 、 溶剂黄146 作用下， 以20%的产率得到(E)-2-(4-chlorophenylsulfonyl)-1,5-diphenylpent-4-en-1-one
  参考文献：
  名称：

  Microwave-assisted manganese(III) acetate based oxidative cyclizations of alkenes with β-ketosulfones

  摘要：

  The microwave-assisted synthesis of 5-(4-nitrophenyl)-2-phenyl-4-(phenylsulfonyl)-2,3-dihydrofuran (5a) was performed via manganese(Ill) acetate based oxidative cyclization of 1-(4-nitrophenyl)-2(phenylsulfonyl)ethanone (3a) with vinylbenzene (4a). This new protocol was applied to four sulfone derivatives (3a-d), using vinylbenzene (4a) and diphenylethene (4b), affording a series of 2,3-dihydrofurans (5a-d, 6a-d) in moderate to good yields (26-55%). Similar methodology, applied on allylbenzene (4c), surprisingly, led to dehydronaphthalene derivatives (7a-d) in moderate yields. The unexpected mechanism and the role of allylbenzene (4c) are herein discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.080