4-bromomethyl-2-iodo-1-methyl-benzene | 626250-55-3

• 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: 4-bromomethyl-2-iodo-1-methyl-benzene
• 英文别名: 4-(Bromomethyl)-2-iodo-1-methylbenzene
• CAS: 626250-55-3
• 化学式: C₈H₈BrI
• 分子量: 310.96
• InChiKey: KGNUABJQDUDQQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-bromomethyl-2-iodo-1-methyl-benzene 在 4-二甲氨基吡啶 、 四丁基碘化铵 、 sodium hydride 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 生成 2-iodo-4-[(3-iodopropoxy)methyl]-1-methylbenzene
  参考文献：
  名称：

  Palladium-Catalyzed Sequential Alkylation−Alkenylation Reactions:  New Three-Component Coupling Leading to Oxacycles

  摘要：

  [GRAPHICS]A new three-component domino reaction catalyzed by palladium was devised, producing polysubstituted bicyclic molecules in good yields from readily available substrates. The reaction conditions and the scope of the process were examined, and a possible mechanism is proposed.

  DOI：

  10.1021/ol035806t
• 作为产物：
  描述：

  (3-iodo-4-methylphenyl)methyl methanesulfonate 在 lithium bromide 作用下， 以 丙酮 为溶剂， 以254 mg的产率得到4-bromomethyl-2-iodo-1-methyl-benzene
  参考文献：
  名称：

  A Rapid Approach to the Synthesis of Highly Functionalized Tetrahydroisoquinolines

  摘要：

  A palladium-catalyzed domino ortho-alkylation/alkenylation forming up to three new C-C bonds furnishes functionalized tetrahydroisoquinolines in up to 87% yield. Extension to the formation of tetrahydrobenzoazepines and tetrahydroisoquinolinones is presented.

  DOI：

  10.1021/jo8025725

文献信息

• EP2776430B1
  申请人：——

  公开号：EP2776430B1

  公开（公告）日：2016-03-16
• Palladium-Catalyzed Sequential Alkylation−Alkenylation Reactions:  New Three-Component Coupling Leading to Oxacycles
  作者：Sandrine Pache、Mark Lautens

  DOI：10.1021/ol035806t

  日期：2003.12.1

  [GRAPHICS]A new three-component domino reaction catalyzed by palladium was devised, producing polysubstituted bicyclic molecules in good yields from readily available substrates. The reaction conditions and the scope of the process were examined, and a possible mechanism is proposed.
• A Rapid Approach to the Synthesis of Highly Functionalized Tetrahydroisoquinolines
  作者：Praew Thansandote、Christina Gouliaras、Marc-Olivier Turcotte-Savard、Mark Lautens

  DOI：10.1021/jo8025725

  日期：2009.2.20

  A palladium-catalyzed domino ortho-alkylation/alkenylation forming up to three new C-C bonds furnishes functionalized tetrahydroisoquinolines in up to 87% yield. Extension to the formation of tetrahydrobenzoazepines and tetrahydroisoquinolinones is presented.