4-(tert-butyl)-1-(pent-4-en-1-yloxy)benzene | 92584-44-6

• 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: 4-(tert-butyl)-1-(pent-4-en-1-yloxy)benzene
• 英文别名: 5-(p-tert-butylphenoxy)-1-pentene；1-tert-Butyl-4-[(pent-4-en-1-yl)oxy]benzene；1-tert-butyl-4-pent-4-enoxybenzene
• CAS: 92584-44-6
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: MTQZBDYMPXXMJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(tert-butyl)-1-(pent-4-en-1-yloxy)benzene 在 氘代异丙醇 、 甲基二甲氧基硅烷 、 1,2-bis[bis[3,5-di(t-butyl)phenyl]phosphino]benzene 、 copper diacetate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以87%的产率得到1-(tert-butyl)-4-((pentyl-5-d)oxy)benzene
  参考文献：
  名称：

  未活化末端烯烃的高区域选择性铜催化转移加氢氘化

  摘要：

  未活化烯烃的精确氘化：描述了用于合成精确氘化小分子的铜催化烯烃转移氢化氘化。这是迄今为止报道的未活化末端烯烃的最具区域和化学选择性的转移氢化氘化。这种转化在广泛的底物范围内进行，甚至在两种天然产物衍生物上进行了证明。

  DOI：

  10.1002/chem.202104340
• 作为产物：
  描述：

  4-叔丁基苯酚 、 5-溴-1-戊烯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 14.0h， 以52%的产率得到4-(tert-butyl)-1-(pent-4-en-1-yloxy)benzene
  参考文献：
  名称：

  未活化烯烃的钯催化分子间二三氟甲氧基化：由 Pd(IV) 引发的 CF3O-钯化

  摘要：

  使用新型亲电试剂 SelectfluorCN 作为强氧化剂，AgOCF3 作为三氟甲醇盐来源，开发了一种新型钯催化的未活化烯烃的分子间二三氟甲氧基化。初步的机理研究表明，该反应可能是由 Pd(IV) 物种引发的，CF3O-Pd(IV) 不寻常的顺式加成双键导致形成第一个 C-OCF3 键；此外，第二个 C-OCF3 键是通过高价钯中心的还原消除产生的。

  DOI：

  10.1021/jacs.7b11470

文献信息

• Palladium-Catalyzed Intermolecular Ditrifluoromethoxylation of Unactivated Alkenes: CF₃O-Palladation Initiated by Pd(IV)
  作者：Chaohuang Chen、Yixin Luo、Liang Fu、Pinhong Chen、Yu Lan、Guosheng Liu

  DOI：10.1021/jacs.7b11470

  日期：2018.1.31

  A novel palladium-catalyzed intermolecular ditrifluoromethoxylation of unactivated alkenes has been developed, using a new electrophilic reagent, SelectfluorCN, as a strong oxidant, and AgOCF3 as a trifluoromethoxide source. Preliminary mechanistic studies revealed that the reaction was possibly initiated by Pd(IV) species, and an unusual cis-addition of CF3O-Pd(IV) into the double bond leads to the

  使用新型亲电试剂 SelectfluorCN 作为强氧化剂，AgOCF3 作为三氟甲醇盐来源，开发了一种新型钯催化的未活化烯烃的分子间二三氟甲氧基化。初步的机理研究表明，该反应可能是由 Pd(IV) 物种引发的，CF3O-Pd(IV) 不寻常的顺式加成双键导致形成第一个 C-OCF3 键；此外，第二个 C-OCF3 键是通过高价钯中心的还原消除产生的。
• Regioselective Chlorothiolation of Alkenes with Sulfonyl Chlorides
  作者：Jingjing Wei、Shuaishuai Liang、Lvqi Jiang、Yasir Mumtaz、Wen-bin Yi

  DOI：10.1021/acs.joc.9b02920

  日期：2020.1.17

  Newly developed sulfonyl chloride-based regioselective chlorothiolation of alkenes has been disclosed; the reaction is compatible with a variety of functional groups and can be scaled up to the gram scale with no loss in yield. The employment of readily available reactants, mild reaction conditions, and high regioselectivity makes this process very practical. Mechanistic studies revealed a possible

  已经公开了新开发的基于磺酰氯的烯烃的区域选择性氯硫代化。该反应与各种官能团相容，并且可以按比例放大至克级，而无收率损失。使用容易获得的反应物，温和的反应条件和高区域选择性使得该方法非常实用。机理研究表明可能存在自由基反应途径。
• T-Butyl-phenoxy-alkylene esters of benzoic and nicotinic acids,
  申请人：Berger; Frank M.

  公开号：US04451474A1

  公开（公告）日：1984-05-29

  p-Alkyl or cycloalkyl phenoxy alkanols and esters are provided having the structure: ##STR1## in which: R.sub.1 is an alkyl group having from one to six carbon atoms, preferably tertiary, and still more preferably tertiary-butyl; or a bivalent cycloalkylene group condensed with the phenyl group at adjacent ring carbons thereof, such as in indane; R.sub.2 is lower alkyl having from one to three carbon atoms or hydrogen; R.sub.3 is hydroxyl or an ester group selected from the group consisting of COOR.sub.4 and OOCR.sub.4 derived from unsubstituted and hydroxy-substituted monocarboxylic acids and COOR.sub.5 OOC and OOCR.sub.5 COO derived from unsubstituted and hydroxy-substituted dicarboxylic acids, the acids being selected from the group consisting of aliphatic acids, including carbamic acid, having from one to about twelve carbon atoms; cycloaliphatic acids having from three to about twelve carbon atoms; carbocyclic aromatic acids having from six to about twenty carbon atoms; and nitrogen heterocyclic aromatic acids having from five to about twelve carbon atoms, R.sub.4 being monovalent aliphatic, cycloaliphatic, aromatic, or nitrogen heterocyclic aromatic, and R.sub.5 being divalent aliphatic, cycloaliphatic, aromatic, or nitrogen heterocyclic aromatic, the acids being esterified with aliphatic alcohols having from one to six carbon atoms; and carbonic acid monoalkyl esters, the alkyl having from one to three carbon atoms; and n.sub.1, n.sub.2 and n.sub.3 represent the number of CH.sub.2, C(R.sub.2).sub.2 and CH.sub.2 groups, respectively, and are numbers within the range from 0 to 10; and at least one of n.sub.1, n.sub.2 and n.sub.3 is other than zero. These compounds inhibit abnormal tissue reactivity due to specific allergic hypersensitivity or due to specific irritants by inhibiting the release of chemical mediators that are responsible for the symptoms of allergic diseases, including allergic rhinitis, asthma, hypersensitivity of the skin and of the gastrointestinal canal, and the many symptoms of irritation and inflammation produced by irritants and inflammation-causing substances.

  提供具有结构的p-烷基或环烷基苯氧基烷醇和酯物：其中：R.sub.1是具有从一个到六个碳原子的烷基基团，最好是三级，更好是三级丁基；或者是与苯基在相邻环碳上紧密结合的二价环烷基烯基团，例如在茚中；R.sub.2是具有从一个到三个碳原子或氢的较低烷基；R.sub.3是羟基或从未取代和羟基取代的单羧酸和从未取代和羟基取代的二羧酸衍生的COOR.sub.4和OOCR.sub.4组成的酯基，所述酸被选择自具有从一个到大约十二个碳原子的脂肪酸，具有从三到大约十二个碳原子的环脂肪酸，具有从六到大约二十个碳原子的环芳香族酸以及具有从五到大约十二个碳原子的氮杂环芳香族酸，其中R.sub.4是一价的脂肪、环脂肪、芳香族或氮杂环芳族，R.sub.5是二价的脂肪、环脂肪、芳香族或氮杂环芳族，所述酸与具有从一个到六个碳原子的脂肪醇酯化；和碳酸单烷酯，该烷基具有从一个到三个碳原子；n.sub.1、n.sub.2和n.sub.3分别代表CH.sub.2、C(R.sub.2).sub.2和CH.sub.2基的数量，它们是从0到10范围内的数字；并且n.sub.1、n.sub.2和n.sub.3中至少有一个不为零。这些化合物通过抑制释放导致过敏性疾病症状的化学介质来抑制由于特定过敏性过敏或特定刺激物引起的异常组织反应，包括过敏性鼻炎、哮喘、皮肤和胃肠道过敏以及由刺激物和引起炎症的物质产生的刺激和炎症症状。
• Palladium-Catalyzed Intermolecular Arylcarbonylation of Unactivated Alkenes: Incorporation of Bulky Aryl Groups at Room Temperature
  作者：Xiang Li、Pinhong Chen、Guosheng Liu

  DOI：10.1002/anie.201810405

  日期：2018.11.26

  palladium‐catalyzed intermolecular arylcarbonylation of unactivated alkenes has been developed. Unsymmetrical diaryliodonium salts (DAISs) were used as arylation reagents, the bulky aryl group (ArL) of which was exclusively incorporated into the arylcarbonylated products, which contained the ArL group and a carboxylic ester group at the α‐ and β‐carbon position, respectively, of the original terminal C−C

  已开发出钯催化的未活化烯烃的分子间芳基羰基化反应。非对称二芳基碘鎓盐（DAISs）被用作芳基化试剂，其庞大的芳基（Ar L）仅掺入芳基羰基化产物中，该芳基羰基化产物在α-和β-碳原子位置包含Ar L基团和羧酸酯基团分别是原始末端CC双键的。该反应具有出色的化学和区域选择性，高官能团耐受性以及非常温和的反应条件。
• Intermolecular Alkene Difunctionalization via Gold‐Catalyzed Oxyarylation
  作者：Shuyao Zhang、Chenhuan Wang、Xiaohan Ye、Xiaodong Shi

  DOI：10.1002/anie.202009636

  日期：2020.11.9

  The gold‐catalyzed intermolecular oxyarylation of alkenes is reported. This work employed the oxidative addition of aryl iodides to Me−DalphosAu+ for the formation of a AuIII−Ar intermediate. The better binding ability of alkenes over O nucleophiles ensured the success of intermolecular oxyarylation, giving desired products with a broad substrate scope and high efficiency (>50 examples with up to 95 %

  报道了金催化的烯烃分子间氧化芳基化。这项工作采用芳基碘化物与 Me−DalphosAu +的氧化加成形成 Au III -Ar 中间体。烯烃比 O 亲核试剂具有更好的结合能力，确保了分子间氧芳基化的成功，从而得到具有广泛底物范围和高效率的所需产物（> 50 个示例，产率高达 95%）。将甲氧基一锅法转化为其他亲核试剂，可以在温和条件下通过构建 CN-N、C-S 和 C-C 键实现烯烃双官能化。