1-methoxy-4-(4-(p-methoxyphenyl)but-3-enyl)benzene | 87797-12-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-methoxy-4-(4-(p-methoxyphenyl)but-3-enyl)benzene
• 英文别名: 1-methoxy-4-[4-(4-methoxyphenyl)but-1-enyl]benzene
• CAS: 87797-12-4
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: ZMGDXGZRAPLLSI-UHFFFAOYSA-N

物化性质

• 沸点：
  416.1±30.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.35
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-methoxy-4-(4-(p-methoxyphenyl)but-3-enyl)benzene 在 samarium(III) trifluoromethanesulfonate N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 反应 0.1h， 以72%的产率得到(1R,2S)-2-Bromo-7-methoxy-1-(4-methoxy-phenyl)-1,2,3,4-tetrahydro-naphthalene
  参考文献：
  名称：

  路易斯酸使用N-卤代琥珀酰亚胺（NXS）作为卤素源催化链状烯烃的分子内卤代芳基化：合成苯并二氢吡喃，苯并二氢吡喃，喹诺酮，四氢喹啉和四氢化萘的通用方法

  摘要：

  使用N-卤代琥珀酰亚胺（NXS）作为卤素源，进行路易斯酸催化的链状烯烃分子内卤代芳基化反应。在研究的路易斯酸中，发现Sm（OTf）3是最好的催化剂。该催化过程提供了用于环和立体选择性合成环芳烃杂环和碳环的通用方法，所述环戊烷和碳环例如具有卤官能团的2-苯并二氢吡喃酮，苯并二氢吡喃，2-喹诺酮，四氢喹啉和四氢化萘。

  DOI：

  10.1016/j.tetlet.2005.09.170
• 作为产物：
  描述：

  3-(4-甲氧基苯基)丙醛 、 4-甲氧基苄基三苯基膦溴化盐 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以52%的产率得到1-methoxy-4-(4-(p-methoxyphenyl)but-3-enyl)benzene
  参考文献：
  名称：

  A one-pot stereoselective synthesis of trans-1-aryl-2-aminotetralins from 2-arylethyl styrenes

  摘要：

  An efficient stereoselective synthesis of trans-1-aryl-2-aminotetralins has been achieved via Cu(OTf)(2) catalyzed one-pot aziridination and regioselective intramolecular arylation of in situ generated aziridines from 2-arylethyl styrenes and PhINSO(2)(4-NO(2)C(6)H(4)) [PhINNs]. Reaction of a mixture of E/Z-styrenes (<= 85:15) provided trans-N-protected-1-aryl-2-aminotetralins with high diastereoselectivity (dr > 95:5), which are important synthons for many artificial pharmaceuticals. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.056

文献信息

• Isomerization During Olefin Metathesis: An Assessment of Potential Catalyst Culprits
  作者：Carolyn S. Higman、Lucie Plais、Deryn E. Fogg

  DOI：10.1002/cctc.201300886

  日期：2013.12

  Two ruthenium hydride complexes commonly proposed as agents of unintended isomerization during olefin metathesis are examined for their activity in isomerization of estragole, a representative allylbenzene. Neither proves kinetically competent to account for the levels of isomerization observed during cross‐metathesis of estragole by the second‐generation Grubbs catalyst. A structure–activity analysis

  研究了两种通常建议作为烯烃复分解过程中意外异构化试剂的氢化钌配合物在雌二醇（一种代表性的烯丙基苯）的异构化中的活性。在第二代格鲁布斯催化剂对雌激素的交叉复分解过程中观察到的异构化水平，都没有动力学上的解释能力。所选氢化钌配合物的结构活性分析表明，较高的异构化活性与较高的亲电子性金属中心相关。
• A Catalytic and Enantioselective Synthesis of<i>trans-</i>2-Amino-1- aryltetralins
  作者：Saumen Hajra、Biswajit Maji、Dipakranjan Mal

  DOI：10.1002/adsc.200800603

  日期：2009.4

  Abstractmagnified imageThe bis‐oxazoline‐copper complex‐catalyzed aziridination of alkenes followed by an intramolecular Friedel–Crafts alkylation of the tethered andin situgenerated aziridine provides a one‐pot, general and efficient method for the synthesis oftrans‐2‐amino‐1‐aryltetralins from a mixture of 2‐ arylethylstyrenes (E/Z≤85:15) with excellent dia‐ stereo‐ (dr>99:1) and enantioselectivities (up to 92%ee).
• A one-pot stereoselective synthesis of trans-1-aryl-2-aminotetralins from 2-arylethyl styrenes
  作者：Saumen Hajra、Biswajit Maji、Debarshi Sinha、Sukanta Bar

  DOI：10.1016/j.tetlet.2008.04.056

  日期：2008.6

  An efficient stereoselective synthesis of trans-1-aryl-2-aminotetralins has been achieved via Cu(OTf)(2) catalyzed one-pot aziridination and regioselective intramolecular arylation of in situ generated aziridines from 2-arylethyl styrenes and PhINSO(2)(4-NO(2)C(6)H(4)) [PhINNs]. Reaction of a mixture of E/Z-styrenes (<= 85:15) provided trans-N-protected-1-aryl-2-aminotetralins with high diastereoselectivity (dr > 95:5), which are important synthons for many artificial pharmaceuticals. (C) 2008 Elsevier Ltd. All rights reserved.
• Lewis acid catalyzed intramolecular halo-arylation of tethered alkenes using N-halosuccinimide (NXS) as the halogen source: a general method for the synthesis of chromanones, chromans, quinolones, tetrahydroquinolines and tetralins
  作者：Saumen Hajra、Biswajit Maji、Ananta Karmakar

  DOI：10.1016/j.tetlet.2005.09.170

  日期：2005.12

  Lewis acid catalyzed intramolecular halo-arylation of tethered alkenes was performed using N-halosuccinimide (NXS) as the halogen source. Among the Lewis acids investigated, Sm(OTf)3 was found to be the best catalyst. This catalytic process provides a general method for the regio- and stereoselective synthesis of annulated arene heterocycles and carbocycles such as 2-chromanones, chromans, 2-quinolones

  使用N-卤代琥珀酰亚胺（NXS）作为卤素源，进行路易斯酸催化的链状烯烃分子内卤代芳基化反应。在研究的路易斯酸中，发现Sm（OTf）3是最好的催化剂。该催化过程提供了用于环和立体选择性合成环芳烃杂环和碳环的通用方法，所述环戊烷和碳环例如具有卤官能团的2-苯并二氢吡喃酮，苯并二氢吡喃，2-喹诺酮，四氢喹啉和四氢化萘。