反式-1,4-双(4-甲氧基苯基)-2-丁烯 | 102574-40-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 反式-1,4-双(4-甲氧基苯基)-2-丁烯
• 英文名称: 1,4-bis(4-methoxyphenyl)but-2-ene
• 英文别名: 1-methoxy-4-[(E)-4-(4-methoxyphenyl)but-2-enyl]benzene
• CAS: 102574-40-3
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: XSGBMQQNCRIMDD-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  反式-1,4-双(4-甲氧基苯基)-2-丁烯 在 间氯过氧苯甲酸 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 31.0h， 生成 pref-3-methoxy-1,4-bis(4-methoxyphenyl)-2-butanol
  参考文献：
  名称：

  Ring-opening reactions of cis- and trans-2,3-bis(4-methoxybenzyl)oxirane: competition between assistance by and migration of anti aryl group

  摘要：

  DOI：

  10.1021/jo00364a026
• 作为产物：
  描述：

  4-烯丙基苯甲醚 生成 反式-1,4-双(4-甲氧基苯基)-2-丁烯
  参考文献：
  名称：

  CHEVALIER P.; SINOU D.; DESCOTES G., BULL. SOC. CHIM. FRANCE , 1975, NO 9-10, PART. 2, 2254-2258, 20

  摘要：

  DOI：

文献信息

• Synthesis of Allylamine Derivatives <i>via</i> Intermolecular Aza‐Wacker‐Type Reaction Promoted by Palladium‐SPRIX Catalyst
  作者：Abhijit Sen、Linpeng Zhu、Shinobu Takizawa、Kazuhiro Takenaka、Hiroaki Sasai

  DOI：10.1002/adsc.202000644

  日期：2020.9.8

  intermolecular aza‐Wacker‐type reaction was developed. When a readily available olefin was treated with a nitrogen nucleophile in the presence of a Pd‐SPRIX complex and potassium persulfate, allylamine derivatives were obtained with high yield and excellent regioselectivity. The mechanistic studies showed that the reaction followed first‐order dependence on the olefin as well as palladium catalyst, but

  发生了分子间的氮杂-瓦克型反应。当在Pd-SPRIX配合物和过硫酸钾存在下用氮亲核试剂处理易得的烯烃时，可以获得高收率和极高的区域选择性的烯丙胺衍生物。机理研究表明，该反应遵循对烯烃以及钯催化剂的一阶依赖性，但对氮亲核试剂的阶跃依赖性为零。
• Total Syntheses of Malabaricones B and C via a Cross-Metathesis Strategy
  作者：Kshama Kundu、Sandip K. Nayak

  DOI：10.1021/acs.jnatprod.6b01119

  日期：2017.6.23

  malabaricone C displayed various interesting biological activities, its isolation remains tedious due to its close chemical similarity to malabaricones A, B, and D. Therefore, development of an efficient synthesis route has become essential to cater to the need of large amounts of malabaricone C for its pharmacological profiling. So far there is only one report of the synthesis of malabaricone C through

  马拉巴康犬A–D属于从肉豆蔻科植物中分离出来的二芳基壬基类。尽管malabaricone C表现出各种有趣的生物学活性，但由于其与马拉巴利酮A，B和D的化学相似性，其分离仍然繁琐。因此，开发有效的合成路线对于满足大量malabaricone C的需求已变得至关重要。为其进行药理分析。迄今为止，只有一则报道通过漫长的反应序列合成马拉巴松酮C。我们已经开发了合成马拉巴利康酮B和C的高效且快捷的途径，这也为与马拉巴利酮家族的所有其他成员提供了便捷的途径。重要组成部分ω-芳基庚基溴化物的合成
• Regio- and Stereoselective Diarylation of 1,3-Dienes via Ni/Cr Cocatalysis
  作者：Wei-Song Zhang、Ding-Wei Ji、Ying Li、Xiang-Xin Zhang、Chao-Yang Zhao、Yan-Cheng Hu、Qing-An Chen

  DOI：10.1021/acscatal.1c05441

  日期：2022.2.18

  Nozaki–Hiyama–Kishi reaction has been widely applied in the functionalization of carbonyl compounds with the help of Ni catalysis. Herein, a divergent regio- and stereoselective diarylation of dienes has been developed under Ni/Cr cocatalysis without the inherent driving force for the formation of polar metal alkoxides. Preliminary experimental studies have been conducted to elucidate the key roles of Ni, Cr

  通过形成热力学有利的 Cr(III)-O 键，Nozaki-Hiyama-Kishi 反应在 Ni 催化下广泛应用于羰基化合物的官能化。在此，在 Ni/Cr 共催化下开发了二烯烃的区域选择性和立体选择性二芳基化，而没有形成极性金属醇盐的内在驱动力。已经进行了初步实验研究以阐明 Ni、Cr 和氧化还原活性双（亚氨基）吡啶 (PDI) 配体的关键作用。所提出的机制表明，这种二芳基化的新形成的 C-C 键是由有机镍物质而不是有机铬物质产生的。
• A Thioether‐Catalyzed Cross‐Coupling Reaction of Allyl Halides and Arylboronic Acids
  作者：Jingwei Xu、Zhiqi He、Jiwei Zhang、Jiean Chen、Yong Huang

  DOI：10.1002/anie.202211408

  日期：2022.10.24

  An organocatalytic cross-coupling of allyl bromides and arylboronic acids was developed using a designer thioether catalyst. Preliminary mechanistic studies suggested the involvement of a key sulfoxonium ylide that binds to the arylboronic acid and triggers 1,2-aryl migration.

  使用设计师设计的硫醚催化剂开发了烯丙基溴和芳基硼酸的有机催化交叉偶联。初步的机理研究表明，关键的氧化亚硝叶立德与芳基硼酸结合并触发 1,2-芳基迁移。
• The attempted stereoselective synthesis of chiral 2,2′-biindoline
  作者：Mary J. Gresser、Steven M. Wales、Paul A. Keller

  DOI：10.1016/j.tet.2010.06.035

  日期：2010.8

  The attempted first stereoselective synthesis of 2,2'-biindoline using a metathesis-Sharpless asymmetric dihydroxylation strategy results in the synthesis of the heterocycle in poor to modest stereoselectivity. Attempts to improve the ee by varying the heteroatom protecting groups in key intermediates did not enhance the outcome of the Sharpless AD reaction. Therefore a limitation of this AD reaction is the use of 1,4-substituted but-2-enes where these substituents are ortho-substituted aromatics. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.