3-(p-tolyl)-1,2-dihydronaphthalene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(p-tolyl)-1,2-dihydronaphthalene
• 英文别名: 3-(4-Methylphenyl)-1,2-dihydronaphthalene
• 化学式: C₁₇H₁₆
• 分子量: 220.314
• InChiKey: QFPFUKMTYZFZLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  β-四氢萘酮 、 对甲苯基溴化镁 在 bis-triphenylphosphine-palladium(II) chloride 氯磷酸二苯酯 、 magnesium,1,3,5-trimethylbenzene-6-ide,bromide 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以82%的产率得到3-(p-tolyl)-1,2-dihydronaphthalene
  参考文献：
  名称：

  Palladium-catalyzed cross coupling of Grignard reagents with in situ-derived enol phosphates

  摘要：

  A useful, one-pot protocol has been developed for the conversion of enolizable ketones to alkylated or arylated olefins by Pd-catalyzed cross coupling of in situ-generated enol phosphate intermediates with Grignard reagents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01600-3

文献信息

• Oxidative Mizoroki-Heck-Type Reaction of Arylsulfonyl Hydrazides for a Highly Regio- and Stereoselective Synthesis of Polysubstituted Alkenes
  作者：Fu-Lai Yang、Xian-Tao Ma、Shi-Kai Tian

  DOI：10.1002/chem.201103671

  日期：2012.2.6

  hydrazides have been identified as synthetically useful aryl sources for the Pd(OAc)2 catalyzed oxidative Mizoroki–Heck‐type reaction under molecular oxygen to provide a convenient access to polysubstituted alkenes in a highly regio‐ and stereoselective manner (see scheme). The reaction well tolerates various functional groups such as alkoxy, halo, alcohol, carboxylic acid, ester, amide, sulfonamide, and

  一个有用的来源：芳基磺酰肼已被确定为在分子氧下用于Pd（OAc）2催化的氧化Mizoroki-Heck型反应的合成有用的芳基来源，以高度区域和立体选择性的方式方便地获得多取代的烯烃（参见方案）。该反应良好地耐受各种官能团，例如烷氧基，卤素，醇，羧酸，酯，酰胺，磺酰胺和砜。
• Nickel-Catalyzed Efficient and Practical Suzuki−Miyaura Coupling of Alkenyl and Aryl Carbamates with Aryl Boroxines
  作者：Li Xu、Bi-Jie Li、Zhen-Hua Wu、Xing-Yu Lu、Bing-Tao Guan、Bi-Qin Wang、Ke-Qing Zhao、Zhang-Jie Shi

  DOI：10.1021/ol9029534

  日期：2010.2.19

  Suzuki−Miyaura coupling of unactivated alkenyl carbamates is described to construct polysubstituted olefins. The developed process is also suitable for heteroaromatic and even electron-rich aromatic carbamates.

  未活化的烯基氨基甲酸酯的Suzuki-Miyaura偶联被描述为构建多取代的烯烃。所开发的方法还适用于杂芳族甚至是富电子的芳族氨基甲酸酯。
• Pd-Catalyzed Cross-Coupling of Highly Sterically Congested Enol Carbamates with Grignard Reagents via C–O Bond Activation
  作者：Zicong Chen、Chau Ming So

  DOI：10.1021/acs.orglett.0c01127

  日期：2020.5.15

  The palladium-catalyzed cross-coupling reaction of enol carbamates to construct highly sterically congested alkenyl compounds is presented for the first time. This protocol demonstrates the potential of using thermally stable and highly atom-economic enol electrophiles as building blocks in bulky alkene synthesis. This reaction accommodates a broad substrate scope with excellent Z/E isomer ratios,

  首次提出了钯催化的烯醇氨基甲酸酯的交叉偶联反应，以构建高度空间拥挤的烯基化合物。该协议证明了在大体积烯烃合成中使用热稳定且经济性高的烯醇亲电子试剂作为构建基的潜力。该反应适用于具有优异Z / E异构体比率的广泛底物范围，也为获得他莫昔芬提供了一条新的合成途径。
• 5-(2-(二取代膦基)苯基)-1-烷基-1H-吡唑膦配体及其制备方法和应用
  申请人：香港理工大学深圳研究院

  公开号：CN114907404A

  公开（公告）日：2022-08-16

  本发明公开5‑(2‑(二取代膦基)苯基)‑1‑烷基‑1H‑吡唑膦配体及其制备方法和应用，该膦配体结构式如下式Ⅰ所示： 其中，所述R1为烷基或芳基，所述R2为烷基或芳基，所述R3为氢、烷基、烷氧基、芳基或氟，所述R4为烷基或芳基，所述R5为氢、烷基、烷氧基、芳基或氟，所述R6为氢、烷基、烷氧基、芳基或氟。本发明提供的5‑(2‑(二取代膦基)苯基)‑1‑烷基‑1H‑吡唑骨架的膦配体，能与过渡金属如钯构成结构稳定的络合物，从而提高过渡金属如钯催化反应时的催化活性，而且适用范围广，选择性好，反应条件温和。
• Iron-Catalyzed Coupling of Aryl Sulfamates and Aryl/Vinyl Tosylates with Aryl Grignards
  作者：Toolika Agrawal、Silas P. Cook

  DOI：10.1021/ol5024344

  日期：2014.10.3

  The iron-catalyzed coupling of aryl sulfamates and tosylates with aryl Grignard reagents is reported for the first time. The methodology employs air-stable, low-cost FeF3 center dot 3H(2)O and the N-heterocyclic carbene ligand IPr center dot HCl as the preligand to form a long-lived catalyst upon treatment with aryl Grignards. The reaction provides a range of cross-coupled products in good-to-excellent yields. In contrast to previous reports with aryl chlorides, these reactions proceed with low levels of Grignard homocoupling regardless of the iron source.