Benzene, 1-(2-butenyloxy)-4-methoxy- | 95753-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Benzene, 1-(2-butenyloxy)-4-methoxy-
• 英文别名: 1-but-2-enoxy-4-methoxybenzene
• CAS: 95753-67-6
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: UWFCIRPRYOJCNU-UHFFFAOYSA-N

物化性质

• 沸点：
  268.4±15.0 °C(Predicted)
• 密度：
  0.987±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Benzene, 1-(2-butenyloxy)-4-methoxy- 在 三苯基膦氯金 、 silver trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 以62%的产率得到5-methoxy-2,3-dimethyl-2,3-dihydrobenzofuran
  参考文献：
  名称：

  金(I)-催化芳基烯丙基醚合成二氢苯并呋喃

  摘要：

  由芳基烯丙基醚形成二氢苯并呋喃由原位生成的 PPh 3 AuOTf 催化。该反应似乎是通过克莱森重排进行的，然后将所得苯酚加成到烯丙基上。

  DOI：

  10.1055/s-2006-932491
• 作为产物：
  描述：

  氯甲酸4-甲氧基苯酯 在 吡啶 、 4-二甲氨基吡啶 、 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 [O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N,N’-di-(S,S)-1-(2-methoxyphenyl)ethylphosphoramidite] 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 Benzene, 1-(2-butenyloxy)-4-methoxy-
  参考文献：
  名称：

  Ir（I）催化的对映选择性脱羧烯丙基醚化：芳基烯丙基醚不对称合成的一般方法

  摘要：

  Ir（I）催化的芳基碳酸烯丙酯的对映选择性脱羧烯丙基醚化反应提供了芳基烯丙基醚。反应的一般性和高立体选择的关键是使用分子内脱羧烯丙基化过程和[Ir（dbcot）Cl] 2作为Ir（I）来源。Ir（I）催化的非对映选择性脱羧烯丙基醚化反应，与不对称醛的crotylation和交叉复分解相结合，可以提供具有高非对映选择性的单保护的2-甲基-1,3-二醇（从简单的醛开始）。

  DOI：

  10.1021/ol3033237

文献信息

• Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds
  申请人：——

  公开号：US20030065187A1

  公开（公告）日：2003-04-03

  The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.

  本发明涉及铜催化的碳-杂原子和碳-碳键形成方法。在某些实施例中，本发明涉及铜催化的方法，用于在酰胺或胺基团的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在酰基肼的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在另一些实施例中，本发明涉及铜催化的方法，用于在含氮杂环芳烃（例如吲哚、吡唑和吲哌）的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在某些实施例中，本发明涉及铜催化的方法，用于在醇的氧原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氧键。本发明还涉及铜催化的方法，用于在包含亲核碳原子的反应物（例如烯醇酸盐或丙二酸盐负离子）与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-碳键。重要的是，由于催化剂中铜的低成本，本发明的所有方法都相对廉价。
• Facile Pd(II)- and Ni(II)-Catalyzed Isomerization of Terminal Alkenes into 2-Alkenes
  作者：Hwan Jung Lim、Craig R. Smith、T. V. RajanBabu

  DOI：10.1021/jo900180p

  日期：2009.6.19

  of [(allyl)PdCl]2 or [(allyl)NiBr]2, a triarylphosphine, and silver triflate at room temperature. The isomeric ratio (E:Z) depends on the alkenes, the E-isomer being the major one. The reaction is tolerant to a wide variety of functional groups including other reactive olefins. Unlike the more reactive Ir catalysts, monosubstituted alkenes give almost exclusively the 2-alkenes. Direct comparison to two

  通过用催化量的 [(烯丙基)PdCl] 2或 [(烯丙基)NiBr] 处理单取代和 2,2'-二取代末端烯烃，可以将其异构化为更稳定的内 ( Z )- 和 ( E )-烯烃2 、室温下的三芳基膦和三氟甲磺酸银。异构体比例 ( E : Z ) 取决于烯烃，其中E异构体是主要异构体。该反应可耐受多种官能团，包括其他反应性烯烃。与活性更高的 Ir 催化剂不同，单取代烯烃几乎只生成 2-烯烃。还描述了与该过程中两种最著名的催化剂[Ir(PCy 3 ) 3 ] + [BPh 4 ] -和格拉布第二代复分解催化剂}的直接比较。
• MCM-41-immobilized 1,10-phenanthroline–copper(<scp>i</scp>) complex: a highly efficient and recyclable catalyst for the coupling of aryl iodides with aliphatic alcohols
  作者：Yang Lin、Mingzhong Cai、Zhiqiang Fang、Hong Zhao

  DOI：10.1039/c6ra19825b

  日期：——

  A heterogeneous C–O coupling reaction between aryl iodides and aliphatic alcohols was achieved in neat alcohol or toluene at 110 °C in the presence of 10 mol% of the MCM-41-immobilized 1,10-phenanthroline–copper(I) complex [MCM-41-1,10-phen–CuI] with Cs2CO3 as a base, yielding a variety of aryl alkyl ethers in good to excellent yields. The new heterogeneous copper catalyst can easily be prepared by

  在存在10 mol％的MCM-41固定的1,10-菲咯啉-铜（I）络合物的存在下，在110°C的纯醇或甲苯中，芳基碘化物和脂肪醇之间的异质C-O偶联反应得以实现[以Cs 2 CO 3为碱的MCM-41-1,10-phen-CuI] ，可产生各种芳基烷基醚，收率好至极佳。新的多相铜催化剂可以很容易地通过简单的方法由市售和廉价的试剂制备，并通过过滤反应溶液进行回收并循环至少8次而不会显着降低活性。
• Copper-catalyzed formation of carbon heteroatom and carbon-carbon bonds
  申请人：Buchwald L. Stephen

  公开号：US20050215794A1

  公开（公告）日：2005-09-29

  The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.

  本发明涉及铜催化的碳-杂原子和碳-碳键形成方法。在某些实施例中，本发明涉及铜催化的方法，用于在苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳和酰胺或胺基团的氮原子之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳和酰肼的氮原子之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳和含氮杂环芳香族化合物（例如吲哚、吡唑和吲唑）的氮原子之间形成碳-氮键。在某些实施例中，本发明涉及铜催化的方法，用于在苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳和醇的氧原子之间形成碳-氧键。本发明还涉及铜催化的方法，用于在包含亲核碳原子（例如烯醇酸根离子或马隆酸根离子）的反应物和苯基、杂环基或乙烯基卤化物或磺酸盐的活性碳之间形成碳-碳键。重要的是，由于催化剂中铜的低成本，本发明的所有方法都相对廉价易行。
• Sharma; Ilangovan; Sreenivas, Punna, Synlett, 2000, # 5, p. 615 - 618
  作者：Sharma、Ilangovan、Sreenivas, Punna、Mahalingam

  DOI：——

  日期：——