1-phenyl-3-(4-methoxyphenyl)-1,5-hexadiene

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 1-phenyl-3-(4-methoxyphenyl)-1,5-hexadiene
• 英文别名: (E)-1-methoxy-4-(1-phenylhexa-1,5-dien-3-yl)benzene；1-methoxy-4-[(1E)-1-phenylhexa-1,5-dien-3-yl]benzene
• 化学式: C₁₉H₂₀O
• 分子量: 264.367
• InChiKey: WMFCQQZUGHLGAL-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯甲醚 、 3-溴丙烯 、 肉桂醛 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex tin(ll) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以75%的产率得到1-phenyl-3-(4-methoxyphenyl)-1,5-hexadiene
  参考文献：
  名称：

  Pd0/SnII mediated three-component cascade coupling (3-C3) approaches

  摘要：

  The 3-C(3)strategy involves (i) Pd(0)/SnX2 (X = Cl, Br) mediated generation of allyltin(IV) from allyl bromide in anhydrous DCM, (ii) formation of homoallyloxytin(IV) intermediate I from allyltin(IV) and an aldehyde, and (iii) coupling of I with an aldehyde, an aryl epoxide or an arene as the third partner to afford tetrahydropyrans, benzyl tetrahydropyrans or 4,4-diaryl-but-1-enes, respectively. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.080

文献信息

• Nickel-catalyzed arylative substitution of homoallylic alcohols
  作者：Hai N. Tran、Chau M. Nguyen、Mason T. Koeritz、Dustin D. Youmans、Levi M. Stanley

  DOI：10.1039/d2sc01716d

  日期：——

  Direct coupling of unactivated alcohols remains a challenge in synthetic chemistry. Current approaches to cross-coupling of alcohol-derived electrophiles often involve activated alcohols such as tosylates or carbonates. We report the direct arylative substitution of homoallylic alcohols catalyzed by a nickel-bisphosphine complex as a facile method to generate allylic arenes. These reactions proceed

  未活化醇的直接偶联仍然是合成化学中的一个挑战。目前醇衍生亲电子试剂交叉偶联的方法通常涉及活化醇，例如甲苯磺酸盐或碳酸盐。我们报道了由镍-双膦配合物催化的高烯丙醇的直接芳基化取代，作为生成烯丙芳烃的简便方法。这些反应通过形成烯丙醇中间体进行。随后用芳基环硼氧烷亲核试剂进行烯丙基取代，能够形成多种烯丙基芳烃。对甲氧基苯基硼酸的存在对于活化烯丙醇以实现高产物收率至关重要。
• Catalytic Stereospecific Allyl–Allyl Cross-Coupling of Internal Allyl Electrophiles with AllylB(pin)
  作者：Hai Le、Amanda Batten、James P. Morken

  DOI：10.1021/ol500456s

  日期：2014.4.18

  Application of internal electrophiles in catalytic stereospecific allyl allyl cross-coupling enable the rapid construction of multisubstituted 1,5-dienes, including those with all carbon quaternary centers. Compounds with minimal steric differentiation can be synthesized with high enantiomeric excess.
• Pd0/SnII mediated three-component cascade coupling (3-C3) approaches
  作者：Ujjal Kanti Roy、Prithwish Kumar Jana、Sujit Roy

  DOI：10.1016/j.tetlet.2006.12.080

  日期：2007.2

  The 3-C(3)strategy involves (i) Pd(0)/SnX2 (X = Cl, Br) mediated generation of allyltin(IV) from allyl bromide in anhydrous DCM, (ii) formation of homoallyloxytin(IV) intermediate I from allyltin(IV) and an aldehyde, and (iii) coupling of I with an aldehyde, an aryl epoxide or an arene as the third partner to afford tetrahydropyrans, benzyl tetrahydropyrans or 4,4-diaryl-but-1-enes, respectively. (c) 2006 Elsevier Ltd. All rights reserved.