1-phenyltridecan-3-one

• 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-phenyltridecan-3-one
• 化学式: C₁₉H₃₀O
• 分子量: 274.447
• InChiKey: HYHBNBZOEZNKTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-溴十一烷 在 正丁基锂 、 silica gel 、 copper dichloride 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 9.5h， 生成 1-phenyltridecan-3-one
  参考文献：
  名称：

  一种合成无环酮的简便方法。花旗松丛蛾性信息素的合成

  摘要：

  (α-烷基-α-甲硫基)烷基对甲苯基砜是由α-烷基化烷基对甲苯基砜与二甲基二硫化物反应得到的，可以很容易地被CuCl2-SiO2水解得到相应的酮，收率相当好。该方法用于合成花旗松枞蛾信息素。

  DOI：

  10.1246/bcsj.56.2539

文献信息

• A General Approach to Intermolecular Olefin Hydroacylation through Light‐Induced HAT Initiation: An Efficient Synthesis of Long‐Chain Aliphatic Ketones and Functionalized Fatty Acids
  作者：Subhasis Paul、Joyram Guin

  DOI：10.1002/chem.202004946

  日期：2021.3

  hydroacylation protocol applies to a wide array of substrates bearing numerous functional groups and many complex structural units. The reaction proves to be scalable (up to 5 g). Different functionalized fatty acids, petrochemicals and naturally occurring alkanes can be synthesized with this protocol. A radical chain mechanism is implicated in the process.

  本文介绍了一种通过使用光诱导氢原子转移（HAT）引发对未活化底物进行分子间自由基加氢酰化的操作简单，对环境无害且有效的方法。使用可商购和廉价的光引发剂（Ph 2 CO和NHPI）使该方法具有吸引力。烯烃加氢酰化方案适用于多种带有许多官能团和许多复杂结构单元的底物。该反应证明是可扩展的（最大5 g）。可以使用该方案合成不同的官能化脂肪酸，石化产品和天然存在的烷烃。自由基链机制与该过程有关。
• Synthesis of α-Alkylated Ketones via Selective Epoxide Opening/Alkylation Reactions with Primary Alcohols
  作者：Sertaç Genç、Süleyman Gülcemal、Salih Günnaz、Bekir Çetinkaya、Derya Gülcemal

  DOI：10.1021/acs.orglett.1c01765

  日期：2021.7.2

  A new method for converting terminal epoxides and primary alcohols into α-alkylated ketones under borrowing hydrogen conditions is reported. The procedure involves a one-pot epoxide ring opening and alkylation via primary alcohols in the presence of an N-heterocyclic carbene iridium(I) catalyst, under aerobic conditions, with water as the side product.

  报道了一种在借氢条件下将末端环氧化物和伯醇转化为α-烷基化酮的新方法。该程序包括在有氧条件下，在 N-杂环卡宾铱 (I) 催化剂存在下，通过伯醇进行一锅环氧化物开环和烷基化，水作为副产物。
• A Unified Mechanism for the PhCOCOOH‐mediated Photochemical Reactions: Revisiting its Action and Comparison to Known Photoinitiators
  作者：Nikoleta Spiliopoulou、Petros L. Gkizis、Ierasia Triandafillidi、Nikolaos F. Nikitas、Charikleia S. Batsika、Aikaterini Bisticha、Christoforos G. Kokotos

  DOI：10.1002/chem.202200023

  日期：2022.4

  organic molecule, as a potent promoter in a variety of photochemical processes. Although PhCOCOOH has a broad scope of photochemical reactions that can promote, the understanding of its mode of action in our early contributions was moderate. Herein, a thorough study led to a unified and revisited reaction mechanism for the PhCOCOOH-mediated reactions. A comparison to known photoinitiators was also performed

  光化学：自 2014 年以来，我们在文献中介绍了苯乙醛酸 (PhCOCOOH) 的用途，它是一种小型且可商购的有机分子，可作为多种光化学过程中的有效促进剂。尽管 PhCOCOOH 可以促进广泛的光化学反应，但在我们早期的贡献中对其作用方式的理解是适度的。在此，一项深入的研究导致了对 PhCOCOOH 介导的反应的统一和重新审视的反应机制。还进行了与已知光引发剂的比较。
• A heterogeneous cobalt catalyst for C–C bond formation by a borrowing hydrogen strategy
  作者：Endah Suarsih、Yusuke Kita、Keigo Kamata、Michikazu Hara

  DOI：10.1039/d2cy00724j

  日期：——

  Co–MgO/TiO₂ exhibited high activity for α-alkylation of ketones with alcohols through a borrowing hydrogen strategy without the addition of bases which were utilized in reported heterogeneous catalytic systems.

  Co-MgO/TiO2 在通过借氢策略进行酮与醇的α-烷基化时表现出很高的活性，而无需添加碱，这在已报道的异相催化系统中得到了应用。
• C−H and C−C Bond Activation of Primary Amines through Dehydrogenation and Transimination
  作者：Chul-Ho Jun、Kwan-Yong Chung、Jun-Bae Hong

  DOI：10.1021/ol015563+

  日期：2001.3.1

  [GRAPHICS]Dehydrogenation and subsequent transimination of primary amines offer a new pathway for C-H bond activation, ortho-alkylation, and C-C bond activation to afford a variety of ketones in the reaction of l-alkene by a cocatalyt system of Rh(I) and 2-amino-3-picoline.