N-allyl-pyridylmethylideneamine | 421557-01-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-allyl-pyridylmethylideneamine
• 英文别名: allyl(pyridin-2-yl-methylene)amine；N-(Pyridin-2-ylmethylene)prop-2-en-1-amine；N-prop-2-enyl-1-pyridin-2-ylmethanimine
• CAS: 421557-01-9
• 化学式: C₉H₁₀N₂
• 分子量: 146.192
• InChiKey: XDFICYNYCVRJGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-allyl-pyridylmethylideneamine 在 五甲基二乙烯三胺 、 copper(l) chloride 作用下， 以 二甲基亚砜 、 乙腈 为溶剂， 反应 5.0h， 生成 2-(3-chloro-4-(chloromethyl)-4,5-dihydro-3H-pyrrol-2-yl)pyridine
  参考文献：
  名称：

  Changing stereoselectivity and regioselectivity in copper(i)-catalyzed 5-exo cyclization by chelation and rigidity in aminoalkyl radicals: synthesis towards diverse bioactive N-heterocycles

  摘要：

  螯合、刚性和氨基烷基前体中的碳自由基位置会干扰通常的2,4-trans 反式选择性和5-exo 模式在Cu(i)-催化的ATRC中。

  DOI：

  10.1039/c9nj05166j
• 作为产物：
  描述：

  吡啶-2-甲醛 、 丙烯胺 在 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 生成 N-allyl-pyridylmethylideneamine
  参考文献：
  名称：

  Changing stereoselectivity and regioselectivity in copper(i)-catalyzed 5-exo cyclization by chelation and rigidity in aminoalkyl radicals: synthesis towards diverse bioactive N-heterocycles

  摘要：

  螯合、刚性和氨基烷基前体中的碳自由基位置会干扰通常的2,4-trans 反式选择性和5-exo 模式在Cu(i)-催化的ATRC中。

  DOI：

  10.1039/c9nj05166j

文献信息

• Synthesis of Pyrido[1,2-<i>a</i>]indole Malonates and Amines through Aryne Annulation
  作者：Donald C. Rogness、Nataliya A. Markina、Jesse P. Waldo、Richard C. Larock

  DOI：10.1021/jo2025543

  日期：2012.3.16

  compounds, but there is a lack of efficient methods for their synthesis. We report a convenient and efficient route to these privileged structures starting from easily accessible 2-substituted pyridines and aryne precursors. A small library of compounds has been synthesized utilizing the developed method, affording variously substituted pyrido[1,2-a]indoles in moderate to good yields.

  吡啶并[1,2- a ]吲哚被认为是医学上和药学上重要的化合物，但缺乏有效的合成方法。我们报告了从容易获得的 2-取代吡啶和芳炔前体开始的一种方便有效的途径来获得这些特权结构。使用开发的方法合成了一个小型化合物库，以中等至良好的产率提供各种取代的吡啶并[1,2- a ]吲哚。
• Sequential Metal-Free Thermal 1,3-Dipolar Cycloaddition of Unactivated Azomethine Ylides
  作者：Verónica Selva、Elisabet Selva、Pedro Merino、Carmen Nájera、José M. Sansano

  DOI：10.1021/acs.orglett.8b01292

  日期：2018.6.15

  The thermal 1,3-dipolar cycloaddition of unactivated azomethine ylides derived from allylamine and aromatic or heteroaromatic aldehydes with maleimides and 1,1- and 1,2-bis(phenylsulfonyl)ethylene affords endo-2,5-trans cycloadducts in moderate to good yields. DFT calculations provide evidence that the diastereoselectivity observed depends on the isomerization between S- and W-ylides according to Curtin-Hammett’s

  烯丙基胺和芳族或杂芳族醛与马来酰亚胺，1，1-和1，2-双（苯磺酰基）乙烯的未活化偶氮甲亚胺基的热1，3-偶极环加成反应可中等至良好地得到内--2,5-反式环加合物产量。DFT计算提供了证据，证明根据Curtin-Hammett原理，观察到的非对映选择性取决于S和W烷基之间的异构化。DFT计算还解释了对于2-吡啶基和2-噻吩基衍生物观察到的不同的非对映异构体比率，其中由于异构化障碍和限速步骤（内酯形成障碍）之间的竞争性，不可能进行异构化。该方法应用于三环凝血酶抑制剂的非对映选择性合成。
• Polymer
  申请人：Haddleton David

  公开号：US20080300348A1

  公开（公告）日：2008-12-04

  The application provides a method of producing a comb polymer comprising the steps of: (a) Providing: (i) a plurality of monomers which are linear, branched or star-shaped, substituted or non-substituted, and have an olefinically unsaturated moiety, the olefinically unsaturated moiety being capable of undergoing addition polymerisation; (ii) an initiator compound; the initiator compound comprising a homolytically cleavable bond. (iii) a catalyst capable of catalysing the polymerisation of the monomer; and (b) Causing the catalyst to catalyse, in combination with the initiator, the polymerisation of a plurality of the monomers to produce the comb polymer. Catalysts and polymers obtainable by the process are also provided. Preferably, the comb polymer is capable of binding proteins and may be produced from monomers which are alkoxy polyethers, such as poly(alkyleneglycol) or polytetrahydrofuran.

  该应用程序提供了一种生产梳状聚合物的方法，包括以下步骤：(a) 提供：(i) 一种具有烯丙基不饱和基团的线性、支化或星形单体，取代或非取代，该烯丙基不饱和基团能够进行加成聚合；(ii) 一种引发剂化合物；该引发剂化合物包括一个均裂性可裂解键。(iii) 一种催化剂，能够催化单体的聚合；以及(b) 使催化剂与引发剂相结合，催化多种单体的聚合，从而产生梳状聚合物。该过程获得的催化剂和聚合物也被提供。优选地，该梳状聚合物能够结合蛋白质，并且可以由烷氧基聚醚单体制成，例如聚(烷基二醇)或聚四氢呋喃。
• POLYMER
  申请人：Warwick Effect Polymers Limited

  公开号：US20130295040A1

  公开（公告）日：2013-11-07

  The application provides a method of producing a comb polymer comprising the steps of: (a) Providing: (i) a plurality of monomers which are linear, branched or star-shaped, substituted or non-substituted, and have an olefinically unsaturated moiety, the olefinically unsaturated moiety being capable of undergoing addition polymerisation; (ii) an initiator compound; the initiator compound comprising a homolytically cleavable bond. (iii) a catalyst capable of catalysing the polymerisation of the monomer; and (b) Causing the catalyst to catalyse, in combination with the initiator, the polymerisation of a plurality of the monomers to produce the comb polymer. Catalysts and polymers obtainable by the process are also provided. Preferably, the comb polymer is capable of binding proteins and may be produced from monomers which are alkoxy polyethers, such as poly(alkyleneglycol) or polytetrahydrofuran.

  该应用程序提供了一种制备梳状聚合物的方法，包括以下步骤：(a) 提供：(i) 多种单体，这些单体是线性的、分支的或星形的，取代的或非取代的，并具有烯丙基不饱和基团，烯丙基不饱和基团能够经历加成聚合；(ii) 引发剂化合物；引发剂化合物包括一个自由基裂解键；(iii) 能够催化单体聚合的催化剂；和(b) 使催化剂与引发剂结合，催化多种单体的聚合以产生梳状聚合物。该过程可获得催化剂和聚合物。优选地，梳状聚合物能够结合蛋白质，并且可以由烷氧基聚醚单体制备，例如聚(烷基二醇)或聚四氢呋喃。
• LIGANDS DESIGNED TO PROVIDE HIGHLY ACTIVE CATALYST COMPLEXES
  申请人：Carnegie Mellon University

  公开号：US20150087795A1

  公开（公告）日：2015-03-26

  A series of ligands with site specific electron donating substituents that form a catalyst complex with a transition metal and are suitable for catalysis of atom transfer radical reactions, including ATRP are described. Faster catalysis rates were observed allowing for low catalyst concentrations and linear increases in molecular weight with monomer conversion, and narrow molecular weight distributions. Cyclic voltammetry revealed that increasing the strength and number of conjugated electron donating groups resulted in more stable complexes and larger ATRP equilibrium constants.

  描述了一系列配体，具有特定位点的电子给体取代基，与过渡金属形成催化剂复合物，适用于催化原子转移自由基反应，包括ATRP。观察到更快的催化速率，允许低催化剂浓度和随单体转化率线性增加的分子量，以及较窄的分子量分布。循环伏安法揭示，增加共轭电子给体基团的强度和数量导致更稳定的复合物和更大的ATRP平衡常数。