3-iodo-1,2-diphenyl-1H-indene | 1025727-59-6

• 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: 3-iodo-1,2-diphenyl-1H-indene
• CAS: 1025727-59-6
• 化学式: C₂₁H₁₅I
• 分子量: 394.255
• InChiKey: QLXZWVYWVXVRBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  3-iodo-1,2-diphenyl-1H-indene 、 3,5-二甲氧基苯硼酸 在 palladium diacetate sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以65%的产率得到3-(3,5-dimethoxyphenyl)-1,2-diphenyl-1H-indene
  参考文献：
  名称：

  Efficient Synthesis of 3-Iodoindenes via Lewis-Acid Catalyzed Friedel−Crafts Cyclization of Iodinated Allylic Alcohols

  摘要：

  A convenient BF3 center dot Et2O-catalyzed Friedel-Crafts cyclization of iodinated allylic alcohols is reported. The present reaction provides an efficient protocol to 3-iodo-1H-indene derivatives in good to high yields under mild conditions. Further, the iodoindene derivatives are valuable synthetic building blocks for elaboration of molecular complexity, such as in the construction of multiaryl substituted indenes by Suzuki coupling reaction.

  DOI：

  10.1021/jo800232p
• 作为产物：
  描述：

  (Z)-3-iodo-1,2,3-triphenyl-2-propen-1-ol 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以75%的产率得到3-iodo-1,2-diphenyl-1H-indene
  参考文献：
  名称：

  Efficient Synthesis of 3-Iodoindenes via Lewis-Acid Catalyzed Friedel−Crafts Cyclization of Iodinated Allylic Alcohols

  摘要：

  A convenient BF3 center dot Et2O-catalyzed Friedel-Crafts cyclization of iodinated allylic alcohols is reported. The present reaction provides an efficient protocol to 3-iodo-1H-indene derivatives in good to high yields under mild conditions. Further, the iodoindene derivatives are valuable synthetic building blocks for elaboration of molecular complexity, such as in the construction of multiaryl substituted indenes by Suzuki coupling reaction.

  DOI：

  10.1021/jo800232p

文献信息

• Catalytic Regioselective Synthesis of Structurally Diverse Indene Derivatives from <i>N</i>-Benzylic Sulfonamides and Disubstituted Alkynes
  作者：Cong-Rong Liu、Fu-Lai Yang、Yi-Zhou Jin、Xian-Tao Ma、Dao-Juan Cheng、Nan Li、Shi-Kai Tian

  DOI：10.1021/ol101524w

  日期：2010.9.3

  An unprecedented protocol has been developed for the regioselective synthesis of structurally diverse indene derivatives from readily accessible N-benzylic sulfonamides and disubstituted alkynes through FeCl3-catalyzed cleavage of sp3 carbon−nitrogen bonds to generate benzyl cation intermediates. In the presence of 10 mol % of FeCl3, a broad range of N-benzylic sulfonamides smoothly react with internal

  已经开发了一种空前的协议，用于通过FeCl 3催化的sp 3碳氮键裂解生成苯甲基阳离子中间体，从易于获得的N-苄基磺酰胺和二取代的炔烃上进行区域选择性的茚衍生物的区域选择性合成。在10mol％的FeCl 3的存在下，宽范围的N-苄基磺酰胺与内部炔烃，炔基羰基化合物，炔基硫族化物或炔基卤化物平稳地反应，以提供具有极高区域选择性的各种官能化的茚衍生物。