1-cinnamyl-2,3-dimethylbenzene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-cinnamyl-2,3-dimethylbenzene
• 英文别名: 1,2-dimethyl-3-[(E)-3-phenylprop-2-enyl]benzene
• 化学式: C₁₇H₁₈
• 分子量: 222.33
• InChiKey: RNBFIYXQBDPMTM-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  (E)-cinnamyl phenyl ether 、 2,3-二甲基苯硼酸 在 双(二苯基膦苯基醚)二氯化钯(II) 、 三乙胺 作用下， 以 水 为溶剂， 反应 5.0h， 以99%的产率得到1-cinnamyl-2,3-dimethylbenzene
  参考文献：
  名称：

  Allylic Ethers as Educts for Suzuki−Miyaura Couplings in Water at Room Temperature

  摘要：

  The first examples of Suzuki-Miyaura couplings of allylic ethers are reported. These can be done riot only under very mild room-temperature conditions but also in water as the only medium. The process is made possible by micellar catalysis using the designer surfactant PTS.

  DOI：

  10.1021/ja905082c

文献信息

• S,O-ligand-promoted palladium-catalyzed C–H olefination of arenes with allylic substrates
  作者：Kananat Naksomboon、Yolanda Álvarez-Casao、Michiel Uiterweerd、Nick Westerveld、Beatriz Maciá、M. Ángeles Fernández-Ibáñez

  DOI：10.1016/j.tetlet.2017.12.047

  日期：2018.1

  An efficient catalytic system for the C–H olefination of arenes with different allylic substrates is reported. The catalytic system is based on Pd(OAc)2 and a readily accessible bidentate S,O-ligand. The methodology shows high activity with a wide range of arenes, including bulky and, electron-rich and -poor arenes. The applicability of this catalyst is demonstrated in the late-stage functionalization

  据报道，具有不同烯丙基底物的芳烃的C - H烯化反应的有效催化体系。催化体系基于Pd（OAc）2和易于获得的双齿S，O-配体。该方法显示出具有广泛范围的芳烃的高活性，包括大体积的，富电子的和贫乏的芳烃。该催化剂的适用性在复杂分子O-甲基雌酮的后期官能化中得到证明。
• Homogeneous Silver(I) Salts and Heterogeneous Ag3PW12O40-Catalyzed Intermolecular Allylation of Arenes with Allylic Alcohols
  作者：Chi-Ming Che、Guo-Qiang Chen、Zhen-Jiang Xu、Sharon Chan、Cong-Ying Zhou

  DOI：10.1055/s-0031-1289548

  日期：2011.11

  AgOTf is an effective catalyst for intermolecular allylation of aromatic and heteroaromatic compounds with allylic alcohols affording allylated arenes in up to 99% yields. Heterogeneous allylation of arenes catalyzed by Ag3PW12O40 gave comparable product yields to those obtained by AgOTf. Ag3PW12O40 could be reused five times with slightly decreased activity.

  AgOTf 是芳香族和杂芳香族化合物与烯丙基醇进行分子间烯丙基化反应的有效催化剂，可生成烯丙基化的炔类化合物，收率高达 99%。Ag3PW12O40 催化的炔烃异相烯丙基化的产率与 AgOTf 催化的产率相当。Ag3PW12O40 可重复使用五次，但活性略有降低。
• High-Yield Ruthenium-Catalyzed Friedel–Crafts-Type Allylation Reactions Using Dicationic RuIV Catalysts
  作者：Ignacio Fernández、René Hermatschweiler、Frank Breher、Paul S. Pregosin、Luis F. Veiros、Maria José Calhorda

  DOI：10.1002/anie.200600447

  日期：2006.9.25
• Allylic <i>Ethers</i> as Educts for Suzuki−Miyaura Couplings in Water at Room Temperature
  作者：Takashi Nishikata、Bruce H. Lipshutz

  DOI：10.1021/ja905082c

  日期：2009.9.2

  The first examples of Suzuki-Miyaura couplings of allylic ethers are reported. These can be done riot only under very mild room-temperature conditions but also in water as the only medium. The process is made possible by micellar catalysis using the designer surfactant PTS.