11-methylene-2,3,4,5,6,11,12,13-octahydrobenzo[3,4]cyclohepta[1,2-a]naphthalene-1-one | 1187945-33-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 11-methylene-2,3,4,5,6,11,12,13-octahydrobenzo[3,4]cyclohepta[1,2-a]naphthalene-1-one
• 英文别名: 10-Methylidenetetracyclo[9.8.0.02,7.012,17]nonadeca-1(11),2(7),12,14,16-pentaen-6-one；10-methylidenetetracyclo[9.8.0.02,7.012,17]nonadeca-1(11),2(7),12,14,16-pentaen-6-one
• CAS: 1187945-33-0
• 化学式: C₂₀H₂₀O
• 分子量: 276.378
• InChiKey: NQITYUXMQAHJAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(but-3-enyl)-3-trimethylstannyl-cyclohex-2-enone 、 2-bromo-3,4-dihydronaphthalen-1-yl trifluoromethanesulfonate 在 四(三苯基膦)钯 、 sodium acetate 、 噻吩-2-甲酸亚铜(I) 、 三(2-呋喃基)膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 1,2-二氯乙烷 、 N-甲基吡咯烷酮 为溶剂， 反应 17.5h， 以32%的产率得到11-methylene-2,3,4,5,6,11,12,13-octahydrobenzo[3,4]cyclohepta[1,2-a]naphthalene-1-one
  参考文献：
  名称：

  在Stille-Heck和Heck-Stille反应序列中进行化学选择性控制的交替

  摘要：

  Abstractmagnified imageSequential and one‐pot Stille–Heck and Heck–Stille reaction processes have been invoked to give divergent access to polycyclic ring systems. Both reaction conditions and substrate structure are important in determining the nature of the reaction products formed. The Heck–Stille reactions have involved a reversal of the usual Heck regioselectivity and both cine‐ and ipso‐substitutions have been observed in the Stille reaction.

  DOI：

  10.1002/adsc.200800678

文献信息

• Alternation of Chemoselective Control in Stille-Heck and Heck-Stille Reaction Sequences
  作者：Kye-Simeon Masters、Bernard L. Flynn

  DOI：10.1002/adsc.200800678

  日期：2009.3

  Abstractmagnified imageSequential and one‐pot Stille–Heck and Heck–Stille reaction processes have been invoked to give divergent access to polycyclic ring systems. Both reaction conditions and substrate structure are important in determining the nature of the reaction products formed. The Heck–Stille reactions have involved a reversal of the usual Heck regioselectivity and both cine‐ and ipso‐substitutions have been observed in the Stille reaction.