4-(2,2-dimethyl-4-oxo-6-phenyl-4H-[1.3]dioxin-5-yl)benzonitrile

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-(2,2-dimethyl-4-oxo-6-phenyl-4H-[1.3]dioxin-5-yl)benzonitrile
• 英文别名: 4-(2,2-Dimethyl-4-oxo-6-phenyl-1,3-dioxin-5-yl)benzonitrile
• 化学式: C₁₉H₁₅NO₃
• 分子量: 305.333
• InChiKey: UVACQYDSPXQOEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-Iodo-2,2-dimethyl-6-phenyl-1,3-dioxin-4-one 在 异丙基氯化镁 、 zinc dibromide 作用下， 以 四氢呋喃 为溶剂， 反应 13.5h， 生成 4-(2,2-dimethyl-4-oxo-6-phenyl-4H-[1.3]dioxin-5-yl)benzonitrile
  参考文献：
  名称：

  New functionalized alkenylmagnesium reagents bearing an oxygen function in the β-position. Preparation and reaction of 5-magnesiated-1,3-dioxin-4-one derivatives

  摘要：

  5-Magnesiated-1,3-dioxin-4-ones have been prepared by performing a low temperature iodine-magnesium exchange reaction. These alkenylmagnesium reagents bearing an alkoxy function in the beta -position react directly with aldehydes or with other electrophiles such as acid chlorides, allylic bromides, aryl and alkenyl iodides in the presence of a copper or palladium transition metal catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01426-5

文献信息

• Preparation of α-functionalized alkenylmagnesium reagents via a halide–magnesium exchange
  作者：Jérôme Thibonnet、Viet Anh Vu、Laurent Bérillon、Paul Knochel

  DOI：10.1016/s0040-4020(02)00439-8

  日期：2002.6

  A general preparation of alkenylmagnesium derivatives bearing an electron-withdrawing function in the alpha-position (Y=CN, CO2R, CONR2, SO2Ph) has been made possible by using a low temperature (-40 to -30degreesC) bromine-magnesium exchange with i-PrMgBr in THF. This reaction has also been used to prepare 5-magnesiated-1,3-dioxin-4-one derivatives bearing an alkoxy substituent in beta-position to the carbon-magnesium bond. (C) 2002 Published by Elsevier Science Ltd.
• New functionalized alkenylmagnesium reagents bearing an oxygen function in the β-position. Preparation and reaction of 5-magnesiated-1,3-dioxin-4-one derivatives
  作者：Viet Anh Vu、Laurent Bérillon、Paul Knochel

  DOI：10.1016/s0040-4039(01)01426-5

  日期：2001.9

  5-Magnesiated-1,3-dioxin-4-ones have been prepared by performing a low temperature iodine-magnesium exchange reaction. These alkenylmagnesium reagents bearing an alkoxy function in the beta -position react directly with aldehydes or with other electrophiles such as acid chlorides, allylic bromides, aryl and alkenyl iodides in the presence of a copper or palladium transition metal catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.