1-[(prop-2-yn-1-yloxy)methyl]naphthalene | 41420-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[(prop-2-yn-1-yloxy)methyl]naphthalene
• 英文别名: (1-naphthylmethyl) propargyl ether；1-naphthalene methyl propargyl ether；1-((prop-2-ynyloxy)methyl)naphthalene；1NMPE；(1-Naphthylmethyl)propargyl ether；1-(prop-2-ynoxymethyl)naphthalene
• CAS: 41420-79-5
• 化学式: C₁₄H₁₂O
• 分子量: 196.249
• InChiKey: GQMXLCUNBHAHGA-UHFFFAOYSA-N

物化性质

• 沸点：
  334.8±17.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  1-[(prop-2-yn-1-yloxy)methyl]naphthalene 在 哌啶 、 N-溴代丁二酰亚胺(NBS) 、 silver nitrate 、 copper(l) chloride 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成 1-{2-[5-(naphthalen-1-ylmethoxy)penta-1,3-diyn-1-yl]phenyl}-3-(trimethylsilyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Intramolecular [4 + 2] Trapping of a Hexadehydro-Diels–Alder (HDDA) Benzyne by Tethered Arenes

  摘要：

  We report here the efficient, intramolecular trapping in a Diels-Alder (DA) sense of thermally generated benzynes by one of two pendant arene rings. A more electron-rich ring (p-methoxyphenyl) reacted substantially faster than a simple phenyl ring, which was, in turn, slightly more reactive vs a 4-carbomethoxyphenyl ring. Photoinduced di-pi-methane rearrangement of the initial DA adducts gave rise to unusual isomeric polycyclic adducts.

  DOI：

  10.1021/ol5037024
• 作为产物：
  描述：

  1-萘甲醇 、 3-溴丙炔 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 1-[(prop-2-yn-1-yloxy)methyl]naphthalene
  参考文献：
  名称：

  铜催化烯基醚与宝石二氯环丁烯酮和 B2pin2 的区域和立体选择性三组分偶联

  摘要：

  报道了用丙二烯基醚、双(频哪醇)二硼和偕二氯环丁烯酮作为亲电子试剂对丙二烯进行区域和立体选择性双官能化的三组分偶联方法，产生了多种与烯基硼酸酯片段束缚的高度官能化的环丁烯酮产物。多取代环丁烯酮产品也经历了多样化的转变。

  DOI：

  10.1021/acs.orglett.3c01515

文献信息

• Cyclopropanation of Benzene Rings by Oxidatively Generated α-Oxo Gold Carbene: One-Pot Access to Tetrahydropyranone-Fused Cycloheptatrienes from Propargyl Benzyl Ethers
  作者：Kegong Ji、Liming Zhang

  DOI：10.1002/adsc.201701322

  日期：2018.2.15

  carbenes are for the first time demonstrated in a Buchner reaction, in which readily available propargyl benzyl ethers are converted in one-pot to tetrahydropyranone-fused cycloheptatrienes via sequential oxidative gold catalysis and base-promoted isomerization. Additional examples of arene cyclopropanations without fragmentation of the cyclopropane ring are also realized.

  在Buchner反应中首次证明了由氧化生成的α-氧代金卡宾对苯环的环丙烷化，其中易于获得的炔丙基苄基醚通过顺序氧化金催化作用，一锅转化为四氢吡喃酮稠合的环庚烯，并经碱促进异构化。还实现了芳烃环丙烷化而没有环丙烷环断裂的其他实例。
• Expedient and Facile One-Pot Syntheses of Triazole-Linked Glycoconjugates under Microwave Irradiation
  作者：Asish Sen、Swarbhanu Sarkar、Samrat Dutta

  DOI：10.1055/s-0031-1289728

  日期：2012.4

  Effective microwave assisted one-pot syntheses of triazole-O-glycoconjugates and triazolylglycosides involving sequential glycosylation and click chemistry are described.

  描述了有效的微波辅助一锅合成三唑-O-糖 conjugates 和三唑糖苷的方法，该方法涉及顺序的糖基化和点击化学。
• METHOD FOR CONTROLLING ARTHROPOD PEST
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150344466A1

  公开（公告）日：2015-12-03

  An amide compound represented by formula (I): [wherein A represents a 3- to 7-membered saturated heterocyclic ring which contains, as ring-forming component(s), one or more atoms or groups selected from the group consisting of an oxygen atom and —S(O) t —, t represents 0, etc., R 1 and R 2 are the same or different and represent a hydrogen atom, etc., n represents 0, etc., the following formula (II): represents a 5-membered aromatic ring, in which Z represents a nitrogen atom or a carbon atom and X 1 , X 2 and X 3 are the same or different and represent a nitrogen atom, etc., R 3 and R 4 are the same or different and represent a hydrogen atom, etc., m represents 0 to 2, Q represents one group selected from group A or a C1 to C8 chain hydrocarbon group optionally having one group selected from group A, Y represents an oxygen atom, etc., u represents 0, etc., and v represents 0, etc.] has excellent arthropod pest controlling effects.

  化合物式(I)所代表的酰胺化合物：[其中A代表一个3到7个成员的饱和杂环环，该环包含作为环构成组分之一或多个原子或基团，所选自氧原子和—S（O）t—群，t代表0等；R1和R2相同或不同，代表氢原子等；n代表0等；下列式子(II)代表一个5个成员的芳香环，在该环中Z代表一个氮原子或一个碳原子，X1、X2和X3相同或不同，代表氮原子等，R3和R4相同或不同，代表氢原子等，m代表0到2，Q代表从群A中选择的一个群或一个C1到C8链烃基团，该基团可以选择从群A中选择的一个群，Y代表氧原子等，u代表0等，v代表0等]具有优良的节肢动物害虫控制效果。
• Amide compound, an arthropod pest control agent and a method for controlling arthropod pest
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2952096B1

  公开（公告）日：2018-04-04
• A mild CuI-catalyzed Glaser-type homo-coupling reaction using α,α-dibromo-β-dicarbonyl compounds as oxidants
  作者：Xiaohui Fan、Na Li、Tong Shen、Xiao-Meng Cui、Hao Lv、Hong-Bo Zhu、Yong-Hong Guan

  DOI：10.1016/j.tet.2013.11.076

  日期：2014.1

  Exploration of alpha,alpha-dibromo-beta-dicarbonyl compounds as novel organic oxidants for the mild Cu(I)-catalyzed Glaser-type homo-coupling reaction has been achieved, which provides an alternatively efficient pathway for the construction of 1,3-conjugated structures. In addition, the mechanism of this reaction was investigated. (C) 2013 Elsevier Ltd. All rights reserved.