3-hexyl-1-(piperidin-1-yl)indolizine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 3-hexyl-1-(piperidin-1-yl)indolizine
• 英文别名: 3-Hexyl-1-piperidin-1-ylindolizine；3-hexyl-1-piperidin-1-ylindolizine
• 化学式: C₁₉H₂₈N₂
• 分子量: 284.445
• InChiKey: QVTRTTIISGZTHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  7.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  哌啶 、 吡啶-2-甲醛 、 1-辛炔 在 zinc(II) iodide 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以67%的产率得到3-hexyl-1-(piperidin-1-yl)indolizine
  参考文献：
  名称：

  碘化锌：一种温和有效的催化剂，用于通过顺序A 3偶联/环异构化一锅合成氨基吲哚嗪†

  摘要：

  发现ZnI 2是通过吡啶-2-羧醛/喹啉-2-羧醛，仲胺和末端炔烃的三组分偶联以高收率合成吲哚嗪衍生物的有效催化剂。该协议可与多种基材兼容，并且由于其操作简便，反应时间短和成本低廉，有望被广泛应用。初步的光物理研究表明，合成的吗啉代吡咯并[1,2- a ]喹啉代表了一类新的具有高量子产率的荧光团。

  DOI：

  10.1039/c3ra46513f

文献信息

• CuCl catalyzed green and efficient one-pot synthesis of aminoindolizine frameworks via three-component reactions of aldehydes, secondary amines, and terminal alkynes in PEG
  作者：Sarita Mishra、Bikramaditya Naskar、Rina Ghosh

  DOI：10.1016/j.tetlet.2012.07.113

  日期：2012.10

  CuCl catalyzes efficient synthesis of aminoindolizine scaffolds by one-pot reactions in PEG of pyridine- or quinoline-2-carboxaldehydes with secondary amines and terminal alkynes via tandem C–H activation, coupling, and cyclization reactions. The reactions are easy to perform, atom-economic, environment friendly, broad in scope, and allow the generation of a number of biologically potent aminoindolizine

  CuCl通过串联的C–H活化，偶联和环化反应，通过吡啶或喹啉-2-甲醛与仲胺和末端炔烃的PEG一锅反应催化氨基吲哚嗪骨架的高效合成。该反应易于进行，原子经济，环境友好，适用范围广，并允许从容易获得的起始原料中产生许多具有生物活性的氨基吲哚嗪骨架。
• Zinc iodide: a mild and efficient catalyst for one-pot synthesis of aminoindolizines via sequential A3 coupling/cycloisomerization
  作者：Subhajit Mishra、Avik Kumar Bagdi、Monoranjan Ghosh、Subrata Sinha、Alakananda Hajra

  DOI：10.1039/c3ra46513f

  日期：——

  ZnI2 was found to be an efficient catalyst for the synthesis of indolizine derivatives by a three-component coupling of pyridine-2-carboxaldehyde/quinoline-2-carboxaldehyde, secondary amines, and terminal alkynes in high yields. This protocol is compatible with a wide range of substrates and is expected to find broad applications due to its operational simplicity, shorter reaction time and low cost

  发现ZnI 2是通过吡啶-2-羧醛/喹啉-2-羧醛，仲胺和末端炔烃的三组分偶联以高收率合成吲哚嗪衍生物的有效催化剂。该协议可与多种基材兼容，并且由于其操作简便，反应时间短和成本低廉，有望被广泛应用。初步的光物理研究表明，合成的吗啉代吡咯并[1,2- a ]喹啉代表了一类新的具有高量子产率的荧光团。
• Gold-Catalyzed Multicomponent Synthesis of Aminoindolizines from Aldehydes, Amines, and Alkynes under Solvent-Free Conditions or in Water
  作者：Bin Yan、Yuanhong Liu

  DOI：10.1021/ol701886e

  日期：2007.10.1

  A goid(III)-catalyzed multicomponent coupling/cycloisomerization reaction of heteroaryl aldehydes, amines, and alkynes under solvent-free conditions or in water has been developed. This methodology provides rapid access to substituted aminoindolizines with high atom economy and high catalytic efficiency. Especially, the coupling of enantiomerically enriched amino acid derivatives produces the corresponding N-indolizine-incorporated amino acid derivatives without loss of enantiomeric purity.
• Synthesis of indolizines through aldehyde–amine–alkyne couplings using metal-organic framework Cu-MOF-74 as an efficient heterogeneous catalyst
  作者：Giao H. Dang、Huy Q. Lam、Anh T. Nguyen、Dung T. Le、Thanh Truong、Nam T.S. Phan

  DOI：10.1016/j.jcat.2016.02.013

  日期：2016.5