2-methyl-1,2-dihydronaphtho[2,1-b]furan

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 2-methyl-1,2-dihydronaphtho[2,1-b]furan
• 英文别名: 2-Methyl-1,2-dihydrobenzo[e][1]benzofuran
• 化学式: C₁₃H₁₂O
• 分子量: 184.238
• InChiKey: RXWIAPFBYXLJHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(allyloxy)naphthalene 在 三苯基膦氯金 、 silver trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以82%的产率得到2-methyl-1,2-dihydronaphtho[2,1-b]furan
  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

文献信息

• Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates
  作者：Zi Hui、Songwei Jiang、Xiang Qi、Xiang-Yang Ye、Tian Xie

  DOI：10.1016/j.tetlet.2020.151995

  日期：2020.6

  The microwave-accelerated Claisen rearrangement of allyl aryl ethers was investigated, in order to gain insight into the scope of the catalysts, solvents, temperatures, and substrates. Among the catalysts examined, phosphomolybdic acid (PMA) was found to greatly accelerate the reaction in NMP, at temperatures ranging from 220 to 300 °C. This method was found to be useful for preparing several intermediates

  对微波加速烯丙基芳基醚的克莱森重排进行了研究，以便深入了解催化剂，溶剂，温度和底物的范围。在所考察的催化剂中，发现磷钼酸（PMA）在220至300°C的温度下可大大促进NMP中的反应。发现该方法对于使用贵金属催化剂例如Au（I），Ag（I）和Pt（II）制备先前在文献中报道的几种中间体是有用的。另外，在芳基部分带有溴和硝基的底物需要仔细调整反应条件，以避免复杂的产物分布。
• Silver-Free Activation of Ligated Gold(I) Chlorides: The Use of [Me₃NB₁₂Cl₁₁]⁻as a Weakly Coordinating Anion in Homogeneous Gold Catalysis
  作者：Michael Wegener、Florian Huber、Christoph Bolli、Carsten Jenne、Stefan F. Kirsch

  DOI：10.1002/chem.201404487

  日期：2015.1.12

  Phosphane and N‐heterocyclic carbene ligated gold(I) chlorides can be effectively activated by Na[Me3NB12Cl11] (1) under silver‐free conditions. This activation method with a weakly coordinating closo‐dodecaborate anion was shown to be suitable for a large variety of reactions known to be catalyzed by homogeneous gold species, ranging from carbocyclizations to heterocyclizations. Additionally, the

  在无银条件下，Na [Me 3 NB 12 Cl 11 ]（1）可以有效活化磷化氢和N-杂环卡宾相连的氯化金（I）。这种具有弱配位的活化方法闭合碳-dodecaborate阴离子被证明是适合于大量的各种已知由均匀的金物种催化的反应，从carbocyclizations到heterocyclizations的。此外，还证明了1在以前未知的5-甲硅烷氧基-1,6-炔烃转化中的能力。
• Rhodium- and Iridium-CatalyzedAllylation of Electron-Rich Arenes with Allyl Tosylate
  作者：Naofumi Tsukada、Yasushige Yagura、Tetsuo Sato、Yoshio Inoue

  DOI：10.1055/s-2003-40859

  日期：——

  The allylation of electron-rich arenes with allyl tosylate proceeded at 0 °C in the presence of [Rh(nbd)(CH3CN)2]PF6. Various oxygenated arenes were allylated with high para-selectivity in almost all cases. Especially in the reaction of anisoles, the tendency was remarkable.

  富电子芳烃与烯丙基对甲苯磺酸酯在[Rh(nbd)(CH3CN)2]PF6的存在下，于0°C进行烯丙基化反应。在几乎所有情况下，各种含氧化合物芳烃都能高选择性地发生对位烯丙基化。特别是在茴香醚的反应中，这一趋势表现得尤为显著。
• Transition Metal-Catalyzed Cyclization of 2-Allylphenol to 2,3-Dihydro-2-methylbenzofuran without β-Elimination
  作者：Kazushige Hori、Hideki Kitagawa、Akio Miyoshi、Tetsuo Ohta、Isao Furukawa

  DOI：10.1246/cl.1998.1083

  日期：1998.11

  The intramolecular nucleophilic addition of 2-allylphenol was catalyzed by RuCl3·nH2O/AgOTf–PPh3–Cu(OTf)2 to afford 2,3-dihydro-2-methylbenzofuran in good yield, while 2-(3-butenyl)phenol was converted to 3,4-dihydro-2(2H)-methylbenzopyran.

  在 RuCl3-nH2O/AgOTf-PPh3-Cu(OTf)2 催化下，2-烯丙基苯酚发生分子内亲核加成反应，生成 2,3-二氢-2-甲基苯并呋喃，收率良好，而 2-(3-丁烯基)苯酚则转化为 3,4-二氢-2(2H)-甲基苯并吡喃。
• Novel pyrrolidine compound and a process for preparing the same
  申请人：Moritani Yasunori

  公开号：US20070167440A1

  公开（公告）日：2007-07-19

  The present invention relates to a novel pyrrolidine compound, which has a potent antagonistic activity against central cannabinoid (CB1) receptor, having the formula [I]: wherein each of R 1 and R 2 is (A) optionally substituted aryl (or heteroaryl) group, or (B) both of the groups combine to form a group of the formula: one of R 3 and R 4 is hydrogen and another is hydrogen, hydroxyl, hydroxyalkyl, etc., or both of R 3 and R 4 combine to form oxo group, R 5 is hydrogen or alkyl, Y is single bond, oxygen atom or a group of the formula: —N(R 7 )—, R 6 is optionally substituted hydrocarbon group or optionally substituted cyclic group, R 7 is alkyl or alkyloxycarbonylalkyl, provided that R 6 is not 4-amino-5-chloro-2-methoxyphenyl group when Y is single bond and one of the R 3 and R 4 is hydrogen and another is hydroxymethyl, or a pharmaceutically acceptable salt thereof.

  本发明涉及一种新型吡咯烷化合物，其具有对中枢大麻素（CB1）受体的强烈拮抗活性，其化学式为[I]：其中，R1和R2中的每一个是（A）可选取的取代芳基（或杂环芳基）基团，或者（B）两个基团结合形成式的基团：R3和R4中的一个是氢，另一个是氢、羟基、羟基烷基等，或者R3和R4结合形成氧代基团，R5是氢或烷基，Y是单键、氧原子或式的基团：—N(R7)—，R6是可选取的取代的碳氢基团或可选取的取代的环状基团，R7是烷基或烷氧羰基烷基，但当Y为单键且R3和R4中的一个为氢，另一个为羟甲基时，R6不是4-氨基-5-氯-2-甲氧基苯基团，或其药学上可接受的盐。