N-methylitaconimide | 85639-10-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-methylitaconimide
• 英文别名: 1-Methyl-3-methylidenepyrrolidine-2,5-dione
• CAS: 85639-10-7
• 化学式: C₆H₇NO₂
• 分子量: 125.127
• InChiKey: QSWFISOPXPJUCT-UHFFFAOYSA-N

物化性质

• 保留指数：
  1194.1

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-methylitaconimide 、 ethyl 4-phenylbuta-2,3-dienoate 在 三苯基膦 作用下， 以 氯仿 为溶剂， 反应 12.0h， 以65%的产率得到ethyl 2-methyl-1,3-dioxo-9-phenyl-2-azaspiro[4.4]non-7-ene-7-carboxylate
  参考文献：
  名称：

  膦催化的[3 + 2]环化反应：2-氮杂螺[4.4]壬烯-1,3-二酮的高度区域选择性和非对映选择性合成

  摘要：

  开发了一种新型的膦催化的琥珀酰亚胺与γ-取代的烯酸酯的[3 + 2]环化反应，将其成功地用于2-氮杂螺[4.4]壬烯-1,3-二酮衍生物的合成。该反应以中等至高产率（高达96％）提供了所需的产物，具有优异的区域选择性和非对映选择性（高达＞ 99∶1dr）。基于先前的文献，也已经提出了合理的反应机理。

  DOI：

  10.1039/c7ob01957b
• 作为产物：
  描述：

  N-甲基马来酰亚胺 、 N-(trimethylsilylmethyl)pyridinium triflate 在 cesium fluoride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 24.0h， 以30%的产率得到N-methylitaconimide
  参考文献：
  名称：

  用甲基吡啶形成新的 C-C 键：烯烃的氢化甲基化

  摘要：

  提出了与甲基化吡啶鎓形成新的 C–C 键：甲基化吡啶鎓与缺电子烯烃反应，提供下一个更高的烯烃同系物，其中起始烯烃的双键饱和，取而代之的是新的 C=C 双键形成。这种反应模式在氮叶立德的研究中从未有过报道，被称为烯烃的加氢甲基化。在碱存在下，发生 1,2-双键迁移，导致起始烯烃的甲基化衍生物。

  DOI：

  10.1246/cl.1984.281

文献信息

• COMPOUND OR ITS TAUTOMER, METAL COMPLEX COMPOUND, COLORED PHOTOSENSITIVE CURING COMPOSITION, COLOR FILTER, AND PRODUCTION
  申请人：MIZUKAWA Yuki

  公开号：US20120238752A1

  公开（公告）日：2012-09-20

  Provided is a colored photosensitive curing composition useful for color filters in primary colors, including blue, green, and red, having a high molar absorption coefficient and allowing a reduction in film thickness and superior color purity and fastness. A colored photosensitive curing composition, comprising, as its colorant, a dipyrromethene-based metal complex compound obtained from a metal or metal compound and a dipyrromethene-based compound represented by the following Formula (I): wherein in Formula (I), R 1 to R 6 each independently represent a hydrogen atom or a substituent group; and R 7 represents a hydrogen or halogen atom, or an alkyl, aryl or heterocyclic group.

  提供的是一种有用于原色彩色滤光片的彩色光敏固化组合物，包括蓝色、绿色和红色，具有高摩尔吸收系数，可减少薄膜厚度，具有优越的颜色纯度和牢固度。 一种彩色光敏固化组合物，包括作为其着色剂的从金属或金属化合物获得的基于二吡咯甲烷的金属配合物化合物和由以下式（I）表示的基于二吡咯甲烷的化合物，其中在式（I）中，R1至R6各自独立地表示氢原子或取代基；R7表示氢或卤素原子，或烷基、芳基或杂环基。
• Organocatalytic Asymmetric Tandem Conjugate Addition–Protonation of Azlactones to N-Itaconimides
  作者：Xiaowei Zhao、Zhiyong Jiang、Gao Zhang、Yanli Yin

  DOI：10.1055/s-0036-1588960

  日期：2017.7

  An unprecedented catalytic asymmetric reaction between azlactones and N -itaconimides has been developed. In the presence of an l - tert -leucine-based urea–tertiary amine Bronsted base catalyst, the tandem conjugate addition–protonation products could be attained in moderate yields with excellent enantio- and diastereoselectivities (up to 99% ee and >20:1 dr). The method provides an efficient approach

  已经开发出一种前所未有的吖内酯和 N-衣康酰亚胺之间的催化不对称反应。在 l-叔-亮氨酸基脲-叔胺布朗斯台德碱催化剂存在下，串联共轭加成-质子化产物可以中等产率获得，具有优异的对映选择性和非对映选择性（高达 99% ee 和 >20:1博士）。该方法提供了一种有效的方法来获取有价值的手性 γ-叔胺取代的含有不相邻立体中心的琥珀酰亚胺。
• Solid-state photochemistry of crystalline pyrazolines: reliable generation and reactivity control of 1,3-biradicals and their potential for the green chemistry synthesis of substituted cyclopropanes
  作者：Saori Shiraki、Cortnie S. Vogelsberg、Miguel A. Garcia-Garibay

  DOI：10.1039/c2pp25263e

  日期：2012.12

  To expand on the limited number of examples that exist in the literature for the solid-state photodenitrogenation of azoalkanes, a series of crystalline 7-alkyl-2,3,7-triazabicyclo[3.3.0]oct-2-ene-6,8-diones with varying 4,4-substituents were prepared. Their photochemical behavior in solution and in the solid state was dependent on the 4,4-substitution of the 1-pyrazoline ring, with unsubstituted pyrazoline 12 giving a mixture of products both in solution and in the solid state. Diphenyl substituted pyrazolines 13 denitrogenate spontaneously in solution but require light exposure to react quantitatively in the solid state. t-Butyl-phenyl substituted pyrazolines 14 were shown to denitrogenate both chemo- and diastereoselectively in solution and in the solid state to yield a single product in quantitative yield.

  为了扩展文献中关于偶氮烷烃固态光脱氮反应的有限实例，我们制备了一系列具有不同4,4-取代基的7-烷基-2,3,7-三氮杂双环[3.3.0]辛-2-烯-6,8-二酮晶体。它们在溶液和固态下的光化学行为取决于1-吡唑啉环的4,4-取代基，未取代的吡唑啉12在溶液和固态下都会产生混合产物。二苯基取代吡唑啉13在溶液中自发脱氮，但在固态下需要光照才能定量反应。叔丁基苯基取代吡唑啉14在溶液和固态下均表现出化学和立体选择性脱氮，以定量产率产生单一产物。
• Chemoselective Switch in the Asymmetric Organocatalysis of 5<i>H</i>-Oxazol-4-ones and<i>N</i>-Itaconimides: Addition-Protonation or [4+2] Cycloaddition
  作者：Bo Zhu、Richmond Lee、Jiangtao Li、Xinyi Ye、San-Ni Hong、Shuai Qiu、Michelle L. Coote、Zhiyong Jiang

  DOI：10.1002/anie.201507796

  日期：2016.1.22

  We report a synthetic strategy for a chemoselective switch and a diastereo‐divergent approach for the asymmetric reaction of 5H‐oxazol‐4‐ones and N‐itaconimides catalyzed by l‐tert‐leucine‐derived tertiary amine–urea compounds. The reaction was modulated to harness either tandem conjugate addition–protonation or [4+2] cycloaddition as major product with excellent enantio‐ and diastereoselectivities

  我们报告的化学选择性开关和用于5不对称反应中的非对映发散方法合成策略ħ -恶唑-4-酮和Ñ -itaconimides催化升-叔亮氨酸衍生的叔胺-尿素化合物。调节反应以利用串联共轭加成-质子化或[4 + 2]环加成为主要产物，具有出色的对映异构和非对映异构选择性。将对映体富集的环加成产物置于碱性硅胶试剂中，与在加成质子化条件下直接获得的产物相比，可生成非对映异构体，从而开辟了非对映异构路线，从而形成了1,3-叔-叔-季铵盐立体中心。量子化学研究进一步为[4 + 2]过程提供了立体化学分析，并提出了这种化学选择性开关的合理机制。
• Norbornene-based ring-opening polymerization polymer, product of hydrogenation of norbornene-based ring-opening polymerization polymer, and processes for producing these
  申请人：Taguchi Kazunori

  公开号：US20050148746A1

  公开（公告）日：2005-07-07

  A norbornene ring-opened polymer which in the molecule has repeating units represented by the formula (1): wherein R 1 represents Q, R 2 represents Q or C(═O)R 5 , R 3 represents Q or C(═O)R 6 , and R 4 represents Q or X—C(═O)R 7 (wherein Q represents hydrogen, a C 1-10 hydrocarbon group, etc.; R 5 , R 6 and R 7 each represents hydroxyl, C 1-10 alkoxyl, etc., provided that R 6 and R 7 may be bonded to each other to constitute oxygen, NH, etc.; X represents methylene, etc., provided that when R 2 is Q, then R 3 is C(═O)R 6 and R 4 is X—C(═O)R 7 and that when R 4 is Q, then R 2 is C(═O)R 5 , R 3 is C(═O)R 6 , and the configuration of R 2 and R 3 is trans, and m is 0 or 1), the polymer having a weight-average molecular weight as determined by gel permeation chromatography of 1,000 to 1,000,000. Also provided is a hydrogenation product of the norbornene ring-opened polymer. The norbornene ring-opened polymer and the hydrogenation product are excellent in heat resistance, electrical properties, etc.

  分子中具有由公式（1）表示的重复单元的去氢萘环开环聚合物：其中R1表示Q，R2表示Q或C（═O）R5，R3表示Q或C（═O）R6，R4表示Q或X—C（═O）R7（其中Q表示氢，C1-10烃基等；R5，R6和R7分别表示羟基，C1-10烷氧基等，但是当R6和R7结合形成氧，NH等时除外；X表示亚甲基等，但是当R2为Q时，R3为C（═O）R6，R4为X—C（═O）R7，当R4为Q时，R2为C（═O）R5，R3为C（═O）R6，并且R2和R3的构型为反式，m为0或1），该聚合物的重均分子量由凝胶渗透色谱法确定为1,000至1,000,000。还提供了去氢萘环开环聚合物的氢化产物。去氢萘环开环聚合物和氢化产物在耐热性，电学性能等方面表现出色。