1-(4-(trifluoromethyl) phenyl)-1,2,3,4-tetrahydronaphthalene | 132777-27-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1-(4-(trifluoromethyl) phenyl)-1,2,3,4-tetrahydronaphthalene
• 英文别名: 1-[4-(Trifluoromethyl)phenyl]-1,2,3,4-tetrahydronaphthalene
• CAS: 132777-27-6
• 化学式: C₁₇H₁₅F₃
• 分子量: 276.301
• InChiKey: NQHUPSJKDVDTAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(p-Trifluormethylphenylthiomethyl)-benzoesaeure 在 六甲基磷酰三胺 、 正丁基锂 、 三氟甲磺酸酐 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 胸苷酸 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.67h， 生成 1-(4-(trifluoromethyl) phenyl)-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Synthesis of 1-aryl-tetralins and 4-aryl-benzopyrans by sulfoxide-mediated benzylic carbocation cyclizations

  摘要：

  An alkylation/cyclization sequence, with both steps mediated by the ortho-N-methylformamido-phenylsulfinyl function, provided two new C-C bonds and an efficient entry to 1-aryl-tetralins and 4-aryl-benzopyrans. Scope and limits of the process have been studied in detail. (c) 2005 Elsevier Ltdv. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.044

文献信息

• Synthesis of 1-aryl- benzocycloalkane derivatives via one-pot two-step reaction of benzocyclonone, tosylhydrazide, and arylboronic acid
  作者：Shijuan Liu、Meitong Fang、Dongni Yin、Yanan Wang、Lei Liu、Xiuying Li、Guangbo Che

  DOI：10.1080/00397911.2019.1581893

  日期：2019.4.3

  metal-free one-pot two-step reductive coupling reaction of benzocyclonone, tosylhydrazide, and arylboronic acid was developed for the formation of a C(sp3)-C(sp2) bond, which enabled the efficient synthesis of 1-aryl-benzocycloalkane compounds in moderate to good yields on a multi-gram scale. Moreover, five- and six-membered benzocyclic ketones are also suitable substrates for this reaction. Notably

  摘要 开发了苯环酮、甲苯磺酰肼和芳基硼酸的无金属一锅两步还原偶联反应形成 C(sp3)-C(sp2) 键，从而有效合成 1-芳基-在多克规模上以中等至良好的产率获得苯并环烷烃化合物。此外，五元和六元苯并环酮也是该反应的合适底物。值得注意的是, 该协议还被发现适用于合成 3-(3,4-二氯苯基)-2,3-二氢-1H-inden-1-one, 这是合成茚达林的重要中间体。图形概要
• Synthesis of 1-Aryltetralins via Re₂O₇/HReO₄ Mediated Intramolecular Hydroarylations
  作者：Rukhsar Gul、Liqun Hu、Yibing Liu、Youwei Xie

  DOI：10.1021/acs.joc.3c00639

  日期：2023.8.18

  Here, we describe highly efficient intramolecular hydroarylations mediated by Re2O7/HReO4. Styrene derivatives of different electronic properties have been activated to effect a challenging intramolecular hydroarylation for the facile access to various substituted 1-aryltetralin structures. This method is characterized by mild reaction conditions, broad substrate scope, high chemical yields, and 100%

  在这里，我们描述了由 Re 2 O 7 /HReO 4介导的高效分子内加氢芳基化。不同电子特性的苯乙烯衍生物已被激活，以实现具有挑战性的分子内加氢芳基化，从而轻松获得各种取代的 1-芳基四氢化萘结构。该方法具有反应条件温和、底物范围广、化学收率高、原子经济性100%等特点。iso CA-4 类似物的有效全合成例证了该方法的潜在合成应用。
• A systematic study of benzyl cation initiated cyclization reactions
  作者：Steven R. Angle、Michael S. Louie

  DOI：10.1021/jo00008a049

  日期：1991.4

  A systematic investigation of benzyl cation initiated cyclization reactions to form six-membered carbocycles is presented. The generation of benzyl cations from benzylic bromides, ethers, and alcohols followed by intramolecular capture provided good yields of cyclized products by use of several different cyclization terminators (e.g., phenyl, alkene, beta-keto ester). A study on the effect of changing the electronic nature of substituents para to the benzyl cation showed that even electron-withdrawing substituents such as quaternary ammonium afford high yields of cyclization products. The formation of five- and seven-membered carbocycles was briefly investigated and found to be less general than the formation of the corresponding six-membered carbocycles.
• ANGLE, STEVEN R.;LOUIE, MICHAEL S., J. ORG. CHEM., 56,(1991) N, C. 2853-2866
  作者：ANGLE, STEVEN R.、LOUIE, MICHAEL S.

  DOI：——

  日期：——