1-fluoro-4-(3-tosylprop-1-en-1-yl)benzene | 202991-54-6

• 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-fluoro-4-(3-tosylprop-1-en-1-yl)benzene
• 英文别名: 1-[3-(4-fluorophenyl)prop-2-enylsulfonyl]-4-methylbenzene
• CAS: 202991-54-6
• 化学式: C₁₆H₁₅FO₂S
• 分子量: 290.358
• InChiKey: JODORVCUKTYGNO-UHFFFAOYSA-N

物化性质

• 沸点：
  466.1±45.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-fluoro-4-(3-tosylprop-1-en-1-yl)benzene 、 肉桂醛 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以85%的产率得到4''-fluoro-2'-(toluene-4-sulfonyl)[1,1';4',1'']terphenyl
  参考文献：
  名称：

  One-pot synthesis of functionalized p-terphenyl derivatives

  摘要：

  A one-pot synthetic route for preparing functionalized p-terphenyl derivatives 1 and 4 is developed. The route is easily carried from the treatment of cinnamyl aldehydes 2 with substituted allylsulfones 3 in good yields via the tandem intermolecular aldol condensation/intramolecular electrocyclization/oxidative dehydrogenation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.023
• 作为产物：
  描述：

  3-(4-fluorophenyl)prop-2-en-1-ol 在 三乙胺 、 对甲苯磺酰氯 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 10.0h， 生成 1-fluoro-4-(3-tosylprop-1-en-1-yl)benzene
  参考文献：
  名称：

  One-pot synthesis of functionalized p-terphenyl derivatives

  摘要：

  A one-pot synthetic route for preparing functionalized p-terphenyl derivatives 1 and 4 is developed. The route is easily carried from the treatment of cinnamyl aldehydes 2 with substituted allylsulfones 3 in good yields via the tandem intermolecular aldol condensation/intramolecular electrocyclization/oxidative dehydrogenation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.023

文献信息

• One-Pot Synthesis of Substituted Tetrahydrocyclobuta[<i>a</i>]naphthalenes by Domino Aldol Condensation/Olefin Migration/Electrocyclization
  作者：Meng-Yang Chang、Ming-Hao Wu、Yeh-Long Chen

  DOI：10.1021/ol401152w

  日期：2013.6.7

  A facile one-pot synthetic route for preparing the novel benzofused tricyclic skeleton of 1,2,2a,8b-tetrahydrocyclobuta[a]naphthalenes 5 is developed. The route was realized by a NaH-mediated tandem aldol condensation/olefin migration/electrocyclization of o-allylbenzaldehydes 1 with cinnamyl sulfones 3 in good yields.

  开发了一种容易的一锅合成路线，以制备新型的1,2,2a，8b-四氢环丁[ a ]萘5苯并稠合的三环骨架。该途径是通过NaH介导的串联羟醛缩合/烯烃迁移/邻烯丙基甲醛1与肉桂基砜3的电环化以高收率实现的。
• One-pot synthesis of multisubstituted quaterphenyls and cyclopropanes
  作者：Meng-Yang Chang、Chieh-Kai Chan、Shin-Ying Lin、Ming-Hao Wu

  DOI：10.1016/j.tet.2013.09.060

  日期：2013.11

  quaterphenyls 3 or cyclopropanes 4 is developed from substituted chalcones 1 and sulfones 2 in good yields via a regioselective [3C+3C] or [1C+2C] annulation. The reaction features mild conditions, multisubstitution, and functional groups tolerance and is transition metal catalyst-free. The protocol provides a novel alternative to the conventional methodologies for the synthesis of quaterphenyls or

  朝向多官能化quaterphenyls一种有效的一步合成路线3或环丙烷4选自取代的查耳酮开发1和砜2以良好的收率通过区域选择性[3C + 3C]或[1C + 2C]环。该反应具有温和的条件，多取代和对官能团的耐受性，并且不含过渡金属催化剂。该方案为合成四苯基或环丙烷的常规方法提供了一种新颖的替代方法。
• Neutral nickel-catalyzed dehydrosulfonylation of unactivated allylic alcohols under mild conditions
  作者：Yahui Yang、Haibo Zhu、Bozhen Gong、Hong Yang、Qiangwen Fan、Zhang-Gao Le、Zongbo Xie

  DOI：10.1039/d3cc06036e

  日期：——

  Allyl sulfones are important sulfur-containing compounds that have widespread applications in organic synthesis, medicinal chemistry and materials science. Herein, nickel-catalysed dehydrosulfonylation of unactivated allyl alcohols with aryl sulfonyl hydrazides without additional active agents under mild conditions was developed. A variety of functional allyl sulfones could be efficiently synthesized

  烯丙基砜是重要的含硫化合物，在有机合成、药物化学和材料科学中具有广泛的应用。在此，开发了在温和条件下无需额外活性剂的镍催化未活化烯丙醇与芳基磺酰肼的脱氢磺酰化反应。以空气稳定的Ni(acac) 2为催化剂，1,1'-双(二苯基膦)二茂铁(DPPF)为配体，可以有效合成多种功能性烯丙基砜。