lithium α-carbanion of butyronitrile | 50654-52-9

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: lithium α-carbanion of butyronitrile
• CAS: 50654-52-9
• 化学式: C₄H₆LiN
• 分子量: 75.0393
• InChiKey: IBPJNIZZSPSPRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.04
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-(3-chlorophenyl)-4,4-dimethyl-2-oxazoline 、 lithium α-carbanion of butyronitrile 在 正丁基锂 、 乙醇 作用下， 生成 3-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-2-propylbenzonitrile
  参考文献：
  名称：

  1,2,3-三取代苯的恶唑啉-苄路线。将有机锂、有机铜酸盐和 α-锂腈串联添加到苄基中

  摘要：

  Le ([dimethyl-4,4 oxazoline-2yl-2]-3)benzyne generice par lithiation de la (chloro-2' phenyl-2 二甲基-4,4) oxazoline-2, permet d'acceder a des衍生多取代基苯含量不同

  DOI：

  10.1021/ja00229a037
• 作为产物：
  描述：

  丁腈 、 lithium diethylamide 生成 lithium α-carbanion of butyronitrile
  参考文献：
  名称：

  GOASDOUE C.; COUFFIGNAL R., TETRAHEDRON LETT., 1979, NO 18, 1585-1586

  摘要：

  DOI：

文献信息

• Synthesis of 4-perfluoroalkylquinolines
  作者：Lucjan Strekowski、Shou-Yuan Lin、Hyeran Lee、Zhi-Qin Zhang、J.Christian Mason

  DOI：10.1016/s0040-4020(98)00440-2

  日期：1998.7

  4-(Cn−1F2n−1)-Substituted quinolines (n = 2–4) are obtained by the reaction of 2-(CnF2n+1)-substituted anilines 1 with lithium enolate of acetaldehyde. A similar treatment of 1 with lithium enolates of methyl ketones, the treatment of 1 with lithium phenylacetylide or cyclization of ketimines derived from 1 and aryl methyl ketones furnish the corresponding 2-aryl-4-perfluoroalkylquinolines. The reaction

  通过2-（C n F 2n + 1）取代的苯胺1与乙醛的烯醇锂反应，获得4-（C n-1 F 2n-1）-取代的喹啉（n = 2-4）。用甲基酮的烯醇锂类似的处理1，用苯基乙炔酸锂处理1或衍生自1和芳基甲基酮的酮亚胺环化，可提供相应的2-芳基-4-全氟烷基喹啉。的反应1与锂化腈RCH（Li）的CN（R = H，烷基）提供了一个易于访问到2-氨基-4-全氟烷基- 3-R-喹啉。
• Reaction of vinyl sulphone with α-metallated nitriles
  作者：Toshio Agawa、Yasuo Yoshida、Mitsuo Komatsu、Yoshiki Ohshiro

  DOI：10.1039/p19810000751

  日期：——

  Vinyl sulphones (1) were subjected to nucleophilic addition by α-lithionitriles (2) and gave cyclized products, 3-oxothian 1,1-dioxides (3) or cyclopropane derivatives (4), in satisfactory yields according to the substituents on the reagents. The cyclopropanation reactions could be extended to the formation of cyclopropyl sulphides (12)–(16) in good yields.

  根据试剂上的取代基，以令人满意的收率，将乙烯基砜（1）通过α-锂离子（2）进行亲核加成，得到环化产物3-氧杂环丁烷1,1-二氧化物（3）或环丙烷衍生物（4）。 。环丙烷化反应可以以高收率扩展到环丙基硫化物（12）-（16）的形成。
• A novel synthesis of 2,4,4-trisubstituted 2-cyclopentenones by consecutive reaction of 1-chlorovinyl p-tolyl sulfoxides with acetonitrile and its homologues
  作者：Tsuyoshi Satoh、Daisuke Wakasugi

  DOI：10.1016/j.tetlet.2003.08.004

  日期：2003.9

  1-Chlorovinyl p-tolyl sulfoxides were synthesized from several kinds of ketones and chloromethyl p-tolyl sulfoxide in three steps in high overall yields. Treatment of the 1-chlorovinyl p-tolyl sulfoxides with cyanomethyllithium (lithium alpha-carbanion of acetonitrile) at low temperature gave the adducts in almost quantitative yields. The adducts were then treated with LDA followed by excess lithium alpha-carbanion of the homologues of acetonitrile to afford 3,5,5-trisubstituted cyclopentadienyl enaminonitriles, which were hydrolyzed and heated under acidic conditions to give 2,4,4-trisubstituted 2-cyclopentenones in good overall yields. (C) 2003 Elsevier Ltd. All rights reserved.
• LARCHEVEQUE, M.;PERRIOT, P.;PETIT, Y., SYNTHESIS, BRD, 1983, N 4, 297-300
  作者：LARCHEVEQUE, M.、PERRIOT, P.、PETIT, Y.

  DOI：——

  日期：——
• MEYERS, A. I.;PANSEGRAU, P. D., TETRAHEDRON LETT., 1984, 25, N 28, 2941-2944
  作者：MEYERS, A. I.、PANSEGRAU, P. D.

  DOI：——

  日期：——