1-Ethenyl-4-(4-fluorophenoxy)benzene

• 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-Ethenyl-4-(4-fluorophenoxy)benzene
• 化学式: C₁₄H₁₁FO
• 分子量: 214.239
• InChiKey: MILIRDMCBFMFTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-二氧戊环 、 1-Ethenyl-4-(4-fluorophenoxy)benzene 、 丙烯酸甲酯（MA） 在 叔丁基过氧化氢 、 salcomine 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以61%的产率得到methyl 2-((1,3-dioxolan-2-yl)methyl)-4-(4-(4-fluorophenoxy)phenyl)-4-oxobutanoate
  参考文献：
  名称：

  Radical–Polar Crossover Reactions: Oxidative Coupling of 1,3-Dioxolanes with Electron-Deficient Alkenes and Vinylarenes Based on a Radical Addition and Kornblum–DeLaMare Rearrangement

  摘要：

  A new radical-polar crossover reaction has been developed involving the combination of a tandem radical reaction and KornblumDeLaMare rearrangement in a one-pot process. This simple methodology allows for the construction of polyfunctionalized carbonyl compounds via the oxidative coupling of 1,3-dioxolanes with electron-deficient alkenes and vinylarenes in the presence of Co(salen) and TBHP under mild conditions. This reaction also exhibited high functional group tolerance, wide substrate scope, and operational simplicity.

  DOI：

  10.1021/ol503128j

文献信息

• Cu-based carbene involved in a radical process: a new crossover reaction to construct γ-peroxy esters and 1,4-dicarbonyl compounds
  作者：Jiewen Jiang、Jiajun Liu、Ling Yang、Ying Shao、Jiang Cheng、Xiaoguang Bao、Xiaobing Wan

  DOI：10.1039/c5cc05183e

  日期：——

  Herein, a novel crossover reaction of Cu-based carbene, olefin, and tert-butyl hydroperoxide (TBHP) was well developed, leading to γ-peroxy esters and 1,4-dicarbonyl compounds.

  这里，发展了一种新颖的Cu基卡宾、烯烃和叔丁基过氧化氢（TBHP）的交叉反应，产生了γ-过氧酯和1,4-二羰化合物。
• Interception of Cobalt-Based Carbene Radicals with α-Aminoalkyl Radicals: A Tandem Reaction for the Construction of β-Ester-γ-amino Ketones
  作者：Jie Zhang、Jiewen Jiang、Dongmei Xu、Qiang Luo、Hongxiang Wang、Jijun Chen、Huihuang Li、Yaxiong Wang、Xiaobing Wan

  DOI：10.1002/anie.201408874

  日期：2015.1.19

  The interception of cobalt‐based carbene radicals with α‐aminoalkyl radicals was combined with the Kornblum–DeLaMare reaction and provides β‐ester‐γ‐amino ketones, which are otherwise difficult to obtain in high chemoselectivity. Mechanistically, this transformation is an interplay of cobalt‐based carbene radicals, organoradicals, and ionic intermediates and involves the construction of two CC bonds

  α-氨基烷基自由基对钴基卡宾自由基的拦截与Kornblum-DeLaMare反应结合在一起，提供了β-酯-γ-氨基酮，否则很难以高化学选择性获得。机械地，该转化是钴基卡宾自由基，organoradicals和离子中间体的相互作用，涉及的两个C施工 C键和一个CO键在一个单釜过程。该反应还具有广泛的底物范围，并且高效且对湿气和空气不敏感。
• Difunctionalization of Styrenes with Perfluoroalkyl and <i>tert</i>-Butylperoxy Radicals: Room Temperature Synthesis of (1-(<i>tert</i>-Butylperoxy)-2-perfluoroalkyl)-ethylbenzene
  作者：Erbo Shi、Jiajun Liu、Chunmei Liu、Ying Shao、Hanghang Wang、Yuanzheng Lv、Meishan Ji、Xiaoguang Bao、Xiaobing Wan

  DOI：10.1021/acs.joc.6b00575

  日期：2016.7.15

  of styrenes was developed. This synthesis includes the use of electrophilic perfluoroalkyl and tert-butylperoxy radicals and produces (1-(tert-butylperoxy)-2-perfluoroalkyl)ethylbenzene at room temperature, which has been traditionally difficult to synthesize. With at least four radical species included in the transformation, its high chemoselectivity was extraordinary; the results were further elucidated

  开发了一种用于苯乙烯双官能化的新策略。该合成包括使用亲电子的全氟烷基和叔丁基过氧自由基，并在室温下产生传统上难以合成的（1-（叔丁基过氧基）-2-全氟烷基）乙苯。转化中至少包含四种自由基，其高化学选择性非同寻常；使用计算研究进一步阐明了结果。由于其温和的反应条件，易于进一步修饰以及对湿气和空气不敏感，该方法还具有良好的应用潜力。
• PYRIMIDINONE COMPOUNDS FOR USE IN THE TREATMENT OF DISEASES OR CONDITIONS MEDIATED BY LP-PLA2
  申请人：Glaxo Group Limited

  公开号：EP2649053B1

  公开（公告）日：2015-11-04