N-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-N-cyclohex-1-enyl-benzamide | 596827-84-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-N-cyclohex-1-enyl-benzamide
• 英文别名: N-[(6-bromo-1,3-benzodioxol-5-yl)methyl]-N-(cyclohexen-1-yl)benzamide
• CAS: 596827-84-8
• 化学式: C₂₁H₂₀BrNO₃
• 分子量: 414.299
• InChiKey: MJBDYZHWXMIKAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-N-cyclohex-1-enyl-benzamide 在 dilauroyl chloride 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 4.0h， 以84%的产率得到phenyl-(2,3,4,6-tetrahydro-1H-[1,3]dioxolo[4,5-j]phenanthridin-5-yl)-methanone
  参考文献：
  名称：

  Oxidative radical cyclization on enamide systems using n-Bu3SnH and dilauroyl peroxide

  摘要：

  Efficient 5-endo and 6-endo oxidative radical cyclizations on enamide systems are described using nBu(3)SnH and dilauroyl peroxide both as initiator and oxidant. Dibenzoyl peroxide and dicumyl peroxide were also tested in the same reaction and the product yields were very similar to those obtained with dilauroyl peroxide. The erythrina ring system was constructed in a two-step sequence featuring this novel process. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00764-6
• 作为产物：
  描述：

  (6-溴-苯并[D][1,3]二氧杂环戊烯-5-基)甲胺 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 7.0h， 生成 N-(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-N-cyclohex-1-enyl-benzamide
  参考文献：
  名称：

  Oxidative radical cyclization on enamide systems using n-Bu3SnH and dilauroyl peroxide

  摘要：

  Efficient 5-endo and 6-endo oxidative radical cyclizations on enamide systems are described using nBu(3)SnH and dilauroyl peroxide both as initiator and oxidant. Dibenzoyl peroxide and dicumyl peroxide were also tested in the same reaction and the product yields were very similar to those obtained with dilauroyl peroxide. The erythrina ring system was constructed in a two-step sequence featuring this novel process. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00764-6

文献信息

• Oxidative radical cyclization on enamide systems using n-Bu3SnH and dilauroyl peroxide
  作者：Miguel A. Guerrero、Raymundo Cruz-Almanza、Luis D. Miranda

  DOI：10.1016/s0040-4020(03)00764-6

  日期：2003.6

  Efficient 5-endo and 6-endo oxidative radical cyclizations on enamide systems are described using nBu(3)SnH and dilauroyl peroxide both as initiator and oxidant. Dibenzoyl peroxide and dicumyl peroxide were also tested in the same reaction and the product yields were very similar to those obtained with dilauroyl peroxide. The erythrina ring system was constructed in a two-step sequence featuring this novel process. (C) 2003 Elsevier Science Ltd. All rights reserved.