2-Pyridin-2-ylpent-4-ynenitrile | 1395896-13-5

• 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: 2-Pyridin-2-ylpent-4-ynenitrile
• 英文别名: 2-pyridin-2-ylpent-4-ynenitrile
• CAS: 1395896-13-5
• 化学式: C₁₀H₈N₂
• 分子量: 156.187
• InChiKey: GTXVCWDEKMHLOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Pyridin-2-ylpent-4-ynenitrile 在 copper(l) iodide 、 caesium carbonate 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 9.5h， 生成 N-(1-cyanoquinolizin-4-ylidene)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Cu(I)-catalyzed synthesis of N- tosyl-4-iminoquinolizines

  摘要：

  Pyridines were found to be a convenient nucleophile in the copper(I)-catalyzed synthesis of N-tosyl-4-iminoquinolizines from 2-pyridyl compounds. Intramolecular cyclization of an in situ generated ketenimine and a tethered pyridine, followed by a base-promoted oxidation, affords the desired products in moderate to good yields under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.030
• 作为产物：
  描述：

  2-吡啶乙腈 、 3-溴丙炔 在 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 12.5h， 生成 2-Pyridin-2-ylpent-4-ynenitrile
  参考文献：
  名称：

  Cu(I)-catalyzed synthesis of N- tosyl-4-iminoquinolizines

  摘要：

  Pyridines were found to be a convenient nucleophile in the copper(I)-catalyzed synthesis of N-tosyl-4-iminoquinolizines from 2-pyridyl compounds. Intramolecular cyclization of an in situ generated ketenimine and a tethered pyridine, followed by a base-promoted oxidation, affords the desired products in moderate to good yields under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.030

文献信息

• Facile approach to diverse 3-acylated indolizines via a sequential Sonogashira coupling/iodocyclization process
  作者：Youngeun Jung、Ikyon Kim

  DOI：10.1016/j.tet.2012.07.068

  日期：2012.9

  Successful implementation of a sequential Pd-catalyzed Sonogashira cross-coupling/iodine-promoted 5-exo-dig cyclization procedure with pyridines bearing a terminal alkyne moiety provided direct and straightforward access to a diverse array of 3-acylated indolizines under mild conditions.

  连续的Pd催化Sonogashira交叉偶联/碘促进的5- exo - dig环化程序的实施是在温和条件下直接和直接获得各种3-酰化吲哚嗪的直接途径，所述吡啶带有末端炔基部分。
• Cu(I)-catalyzed synthesis of N- tosyl-4-iminoquinolizines
  作者：Joanna L. Chen、Sheila Namirembe、Luke T. Lauchert、Gregory H. Tsougranis、André K. Isaacs

  DOI：10.1016/j.tetlet.2015.05.030

  日期：2015.7

  Pyridines were found to be a convenient nucleophile in the copper(I)-catalyzed synthesis of N-tosyl-4-iminoquinolizines from 2-pyridyl compounds. Intramolecular cyclization of an in situ generated ketenimine and a tethered pyridine, followed by a base-promoted oxidation, affords the desired products in moderate to good yields under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.