1-ethyl-2,3,4,5-tetrapropylbenzene

• 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: 1-ethyl-2,3,4,5-tetrapropylbenzene
• 化学式: C₂₀H₃₄
• 分子量: 274.49
• InChiKey: QXHUXXZPYZJUGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  丁-2-烯-1-醇,4-甲基苯磺酸 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三苯基膦 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.5h， 以61%的产率得到1-ethyl-2,3,4,5-tetrapropylbenzene
  参考文献：
  名称：

  Palladium-Catalyzed Benzannulation from Alkynes and Allylic Compounds

  摘要：

  Various alkynes reacted with allyl tosylates in the presence of palladium catalysts, giving polysubstituted benzenes with good to high regioselectivity. Pentasubstituted and trisubstituted benzenes were readily prepared by reaction of internal alkynes and terminal alkynes, respectively. The combination of allyl alcohols and p-toluenesulfonic anhydride could be utilized in place of isolated allyl tosylates. The cyclization of diynes with allyl tosylate afforded bicyclic compounds containing an aromatic ring.

  DOI：

  10.1021/jo026857r

文献信息

• Benzannulation from Alkynes and Allyl Tosylates via a π-Allylpalladium Intermediate
  作者：Naofumi Tsukada、Shuichi Sugawara、Yoshio Inoue

  DOI：10.1021/ol991406n

  日期：2000.3.1

  [reaction: see text] Allyl tosylate is a good allyl source for a novel palladium-catalyzed benzannulation that affords polysubstituted benzenes from 1 mol of an allyl compound and 2 mol of internal alkynes. Using triphenyl phosphite as a ligand, the reaction with terminal alkynes gave trisubstituted benzenes regioselectively.

  [反应：参见正文]甲苯磺酸烯丙基酯是新型钯催化的苯环烷基化物的良好烯丙基来源，该苯环烷基化物由1摩尔的烯丙基化合物和2摩尔的内部炔烃提供多取代的苯。使用亚磷酸三苯酯作为配体，与末端炔烃的反应区域选择性地产生三取代的苯。