1-(3-allyl-phenyl)-ethanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-allyl-phenyl)-ethanone
• 英文别名: 1-(3-allylphenyl)ethan-1-one；1-(3-Allylphenyl)ethanone；1-(3-prop-2-enylphenyl)ethanone
• 化学式: C₁₁H₁₂O
• mdl: MFCD11040747
• 分子量: 160.216
• InChiKey: IGYCJNWHRKISOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(3-allyl-phenyl)-ethanone 在 四氢吡喃 、 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 、 sodium hydride 、 二甲基亚砜 作用下， 反应 24.25h， 生成 (2E,4Z)-ethyl 5-(3-(allyloxy)phenyl)-5-(dimethylcarbamoyloxy)-3-(prop-1-en-2-yl)penta-2,4-dienoate
  参考文献：
  名称：

  Rh(III)-Catalyzed C–H Activation with Allenes To Synthesize Conjugated Olefins

  摘要：

  Rh-III-catalyzed C-H activation with allenes produces highly unsaturated conjugated olefins. The reaction is applicable to both olefin and arene C(sp(2))-H and is compatible with a variety of functional groups. The products can be further transformed into other important skeletons through Diels-Alder reaction and intramolecular transesterification.

  DOI：

  10.1021/ol403407q
• 作为产物：
  描述：

  1,3-二溴苯 在 magnesium 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.0h， 生成 1-(3-allyl-phenyl)-ethanone
  参考文献：
  名称：

  通过威尔金森氏催化剂的直接CH活化对芳香亚胺进行环化。

  摘要：

  DOI：

  10.1021/ja016642j

文献信息

• Catalytic Oxidative Trifluoromethoxylation of Allylic C−H Bonds Using a Palladium Catalyst
  作者：Xiaoxu Qi、Pinhong Chen、Guosheng Liu

  DOI：10.1002/anie.201703841

  日期：2017.8.1

  A catalytic intermolecular allylic C−H trifluoromethoxylation reaction of alkenes has been developed based on the use of a palladium catalyst, CsOCF3 as the trifluoromethoxide source, and benzoquinone as the oxidant. This reaction provides an efficient route for directly accessing allylic trifluoromethoxy derivatives with excellent regioselectivities from terminal alkenes via an allylic C−H bond activation

  基于钯催化剂，CsOCF 3作为三氟甲醇盐源和苯醌作为氧化剂，已经开发了烯烃的分子间烯丙基CH-H三氟甲氧基化反应。该反应提供了一种有效的途径，可以通过烯丙基CH键活化过程直接从末端烯烃中获得具有极好的区域选择性的烯丙基三氟甲氧基衍生物。
• Regio- and Stereoselective Allylic C–H Arylation with Electron-Deficient Arenes by 1,1′-Bi-2-naphthol–Palladium Cooperation
  作者：Gang-Wei Wang、An-Xi Zhou、Shi-Xia Li、Shang-Dong Yang

  DOI：10.1021/ol501247b

  日期：2014.6.6

  A palladium-catalyzed allylic C–H arylation reaction with electron-deficient arenes with high regio- and stereoselectivity is reported. This work represents the first successful use of 1,1′-bi-2-naphthol as the ancillary ligand in allylic C–H activation, which is the key factor for chemoselectivity. Furthermore, high selectivity allylic C–H acetoxylation and amination were also successfully achieved

  据报道，钯催化的烯丙基CH芳基化反应与缺电子的芳烃具有很高的区域选择性和立体选择性。这项工作代表了1,1'-联-2-萘酚作为烯丙基CH活化中的辅助配体的首次成功使用，这是化学选择性的关键因素。此外，在相同的催化体系下，还成功实现了高选择性的烯丙基CH乙酰化和胺化反应。
• Photosensitive compositions containing carbonylic halides as activators
  申请人：Dynachem Corporation

  公开号：EP0005379A2

  公开（公告）日：1979-11-14

  Compositions containing a polymerizable, curable or crosslinkable component. a photoinitiator, a colorformer capable of changing color upon contact with a suitable activator and a latent activator containing an organic halide will become insoluble and change color under the influence of actinic radiation. The organic halide is a carbonylic compound such as an aliphatic or cycloaliphatic ketone or an ester or amide of a dicarboxylic acid. The compositions are useful to make resists used in the electronics industry to manufacture printed circuits.

  含有可聚合、可固化或可交联成分、光引发剂、与适当活化剂接触后能变色的着色剂和含有有机卤化物的潜在活化剂的组合物，在光辐射的影响下会变得不溶解并变色。 有机卤化物是一种羰基化合物，如脂肪族或环脂族酮或二羧酸的酯或酰胺。 这些组合物可用于制造电子工业中用于制造印刷电路的抗蚀剂。
• Metal-Free Activation of C–I Bonds and Perfluoroalkylation of Alkenes with Visible Light Using Phosphine Catalysts
  作者：Lucas Helmecke、Michael Spittler、Kai Baumgarten、Constantin Czekelius

  DOI：10.1021/acs.orglett.9b02812

  日期：2019.10.4

  An efficient metal-free, photomediated iodo perfluoroalkylation under mild conditions was developed. Using catalytic amounts (10 mol %) of phosphines and blue light irradiation, various olefins are transformed into the corresponding addition products within short reaction times. For this purpose, a modular and convenient 3D printed photoreactor was constructed, which is presented as an open source model. The reaction presumably proceeds upon generation of perfluoroalkyl radicals, which are formed by catalyst-induced absorption enhancement.
• Phototropic photosensitive compositions containing a fluoran colorformer
  申请人：Dynachem Corporation

  公开号：EP0005380B1

  公开（公告）日：1982-01-06