(Z)-4-(hept-2-en-1-yl)morpholine | 144758-48-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (Z)-4-(hept-2-en-1-yl)morpholine
• 英文别名: 4-[(2Z)-hept-2-en-1-yl]morpholine；4-[(Z)-hept-2-enyl]morpholine
• CAS: 144758-48-5
• 化学式: C₁₁H₂₁NO
• 分子量: 183.294
• InChiKey: NXJFRWLHNMULHT-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-己炔 在 copper(l) iodide 、 五氯化铌 、 magnesium 作用下， 以 乙二醇二甲醚 、 水 、 苯 为溶剂， 反应 7.0h， 生成 (Z)-4-(hept-2-en-1-yl)morpholine
  参考文献：
  名称：

  NbCl5-Mg 试剂系统用于从取代的 2-炔胺和 3-炔醇区域选择性和立体选择性合成 (2Z)-烯基胺和 (3Z)-烯醇

  摘要：

  使用 NbCl 5 -Mg 试剂系统还原N , N-二取代的 2-炔胺和取代的 3-炔醇，在区域和区域中以高产率提供相应的二氘代 (2 Z )-烯基胺和 (3 Z )-烯醇衍生物。通过氘解（或水解）的立体选择性方式。取代的炔丙胺和均丙炔醇与原位生成的低价铌络合物（基于 NbCl 5与镁金属的反应）的反应是合成带有 1,2-二取代双链的烯丙胺和高烯丙醇的有效工具。纽带。发现基于使用TaCl 5 -Mg试剂系统的众所周知的炔烃还原方法不适用于2-炔胺和3-炔醇。因此，本文揭示了两种试剂系统（NbCl 5 -Mg 和 TaCl 5 -Mg）对于含氧和含氮炔烃的行为差异。开发了一种基于 2-炔胺与三当量甲磺酰氯在化学计量的氯化铌 (V) 和镁金属存在下反应合成含氮E -β-氯乙烯基硫醚的区域和立体选择性方法在甲苯中。

  DOI：

  10.3390/molecules26123722

文献信息

• Cationic [(Iminophosphine)Nickel(Allyl)]⁺Complexes as the First Example of Nickel Catalysts for Direct Hydroamination of Allenes
  作者：Hosein Tafazolian、Joseph A. R. Schmidt

  DOI：10.1002/chem.201605611

  日期：2017.1.31

  The first example of nickel‐catalyzed hydroamination of allenes is reported. The new cationic [(3‐iminophosphine)nickel(allyl)]+ catalysts have been fully characterized and act regioselectively in the catalytic hydroamination of allenes with secondary amines at room temperature.

  报道了镍催化的丙二烯加氢胺化的第一个例子。新型阳离子[（3-亚氨基膦）镍（烯丙基）] +催化剂已得到充分表征，并在室温下在丙二烯与仲胺的催化加氢胺化反应中具有区域选择性作用。
• Niobium- and zirconium-catalyzed reactions of substituted 2 alkynylamines with Et₂Zn
  作者：Rita N. Kadikova、Ilfir R. Ramazanov、Azat M. Gabdullin、Oleg S. Mozgovoj、Usein M. Dzhemilev

  DOI：10.1039/d0ra10132j

  日期：——

  The NbCl5–EtMgBr-catalyzed reaction of N,N-disubstituted 2-alkynylamines with Et2Zn followed by hydrolysis or deuterolysis affords (2Z)-alkenylamines (reduction products of alkyne) in high yields. The reaction of N,N-disubstituted 2-alkynylamines with Et2Zn catalyzed by the Cp2ZrCl2–EtMgBr system occurs as 2-zincoethylzincation, resulting, after deuterolysis or iodinolysis, in the regio- and stereoselective

  NbCl 5 –EtMgBr 催化N , N-二取代 2-炔胺与 Et 2 Zn 的反应，然后水解或氘解，以高产率提供 (2 Z )-烯基胺（炔的还原产物）。在 Cp 2 ZrCl 2 –EtMgBr 体系催化下， N , N -二取代 2-炔胺与 Et 2 Zn 的反应以 2-锌乙基锌阳离子的形式发生，在氘解或碘解后，区域和立体选择性地形成相应的二氘代和具有三取代双键的二碘化2-烯基胺衍生物。本研究证明了在催化量的 EtMgBr 存在下，NbCl 5和 Cp 2 ZrCl 2对 2-炔基叔胺与 Et 2 Zn 的反应途径的催化作用之间的差异。
• Tellurium in Organic Synthesis. Preparation of <i>Z</i>-Vinylic Cuprates from <i>Z</i>-Vinylic Tellurides and Their Reaction with Enones and Epoxides
  作者：Fábio C. Tucci、André Chieffi、João V. Comasseto、Joseph P. Marino

  DOI：10.1021/jo951547c

  日期：1996.1.1

  Z-Vinylic tellurides, obtained with 100% stereoselectivity by the hydrotelluration of acetylenes, are easily transformed into Z-vinylic higher order cyanocuprates by reaction with preformed Me(2)Cu(CN)Li-2, n-Bu(2)Cu(CN)Li-2, or n-Bu(2-Th)Cu(CN)Li-2, with total retention of the double-bond configuration. The resulting vinylic higher order cyanocuprates react with unhindered enones to give the corresponding 1,4-addition products in good yields. Reaction of the vinylic higher order cyanocuprates with monosubstituted epoxides at 0 degrees C gives the homoallylic alcohols resulting from the attack to the less-substituted carbon atom, while the disubstituted epoxides failed to react. Allylic epoxides react at -78 degrees C with the vinylic higher order cyanocuprates to give mixtures of 1,2- and 1,4-opening products, the 1,4-product predominating. In all cases the double-bond configuration of the original vinylic telluride was preserved. The vinylic cuprates derived from simple vinylic tellurides and conjugated 1-telluroenynes react with epoxides at 0 degrees C, while vinylic cuprates derived from conjugated 1-tellurodienes required the addition of 1 equiv of BF3 . Et(2)O to give the homoallylic alcohols on reaction with epoxides. The opening of optically pure epoxides through tellurium/copper transmetalation is stereospecific, giving one single stereoisomer of the corresponding homoallylic alcohol.
• The coupling of butylvinyltellurides with organometallic reagents catalysed by nickel complexes
  作者：Cristiano Raminelli、João Gargalaka、Cláudio C. Silveira、João V. Comasseto

  DOI：10.1016/j.tet.2007.06.057

  日期：2007.9

  Vinylic tellurides couple efficiently with sp, sp(2) and sp(3) hybridised organometallic compounds (Li, MgX and Zn species) in the presence of dichloro-bis( triphenylphosphine) nickel(II) as catalyst. (c) 2007 Elsevier Ltd. All rights reserved.
• Higher order vinyl cyanocuprates from vinylic tellurides
  作者：Fábio C. Tucci、André Chieffi、João V. Comasseto

  DOI：10.1016/0040-4039(92)89015-5

  日期：1992.9

  Bis-vinylic tellurides, 1-tellurodienes, 1-telluroenynes and vinyl thienyl tellurides react with higher order cyanocuprates giving the corresponding higher order vinyl cyanocuprates with retention of the olefine geometry.