铜催化无溶剂条件下的三组分反应合成炔丙胺

铜催化无溶剂条件下的三组分反应合成炔丙胺(任务书,开题报告,外文翻译,论文8000字)
摘 要
多组份反应即通过一锅反应在分子间构建2个或2个以上的化学键从而创造出产物分子,减少了反应操作步骤及废气物的产生,具有原子经济及环境友好的特点。炔、醛和胺(Aldehyde 、Amine 、Alkyne)的三组份偶联反应(A3-coupling reaction),一步构建分子间C-N和C-C键生成目标产物炔丙胺,且只有H2O作为副产物产生,产物分子包含了全部底物结构,是体现多组份反应优点的一个典型例子。
本文研究工作以绿色化学合成为出发点,对建立铜催化的A3反应合成炔丙胺类化合物和A3串联反应一锅法合成苯并呋喃新方法进行了探索研究。
炔丙胺是一种重要的有机合成中间体,它可以用来合成许多具有生物活性的含氮化合物,也是构建功能氨基酸、天然产物及许多具有临床医疗价值的药物分子的关键中间体。
本论文研究工作建立了CuCl催化的无溶剂条件下A3反应合成炔丙胺体系,最佳反应条件为:醛(1.2 mmol)、胺(1 mmol)和炔(1.5 mmol),CuCl(5 mol%),无溶剂条件下70℃反应12h;并合成了一系列官能团取代的炔丙胺类化合物。
本文研究所建立的铜催化的A3反应及串联反应新方法均具有原子经济、操作简便、环境友好的特点,符合绿色化学的要求。 [资料来源:http://www.doc163.com]
关键词: 铜 三组份反应 炔丙胺 无溶剂
ABSTRACT
Multicomponent reactions (MCRs) involves the construction of two or more carbon – carbon (C–C) and carbon–heteroatom (C–X) bond(s) in one pot. These reactions introducti- on of several diversity elements in a single operation, resulting in substantial minimizations of waste, labor, time, and cost; benefits of atom economy and reduction of environmental damage. three-component coupling of an aldehyde, an alkyne and an amine, commonly called A3-coupling, established as a convenient and general approach towards propargylamines through construction of two C–C and C-N bond in one pot, sole by-product is water.Reresent an good among all known multicomponent reactions.
Our Research in the paper based on produce greener and more sustainable chemical processes. We foused on copper catalyzed three-component coupling of aldehyde, alkyne and amine to the synthesis of propargylamines and its tadem process for the preparation of polyfunctionalized benzofurans.
Propargylamines, which have found broad application as precursors of different nitrogen-containing compounds, such as allylamines, pyrrolidines, oxazoles, pyrroles, as well as intermediates in the synthesis of different natural products including dynemicins, pharmaceuticals, herbicides and fungicides.
A convenient CuCl-catalyzed one-pot synthesis of propargylamines from three-component coupling reaction of aldehyde, amine and alkyne under solvent free conditions is developed. The reaction provides an efficient protocol to a series of propargylamine derivatives in good to high yields. The developed optimum condition of this reaction : aldehyde(1.2 mmol), amine(1 mmol), alkyne(1.5 mmol), CuCl(5 mol%), reaction was stirred at 70℃ for 12h under solvent free conditions.
The new protocol for copper catalyzed A3 coupling reaction and its tandem process developed in our research benefits of atom economy, simple, general, and environmentally benign, embody the features of Green Chemistry. [资料来源:http://doc163.com]
KEYWORDS: Copper; Three-component; Coupling reactions; Propargylamines; Solvent free
[资料来源:Doc163.com]


目录
摘 要 I
ABSTRACT II
第一章文献综述 1
1.1 概述 1
1.2 三组份反应合成炔丙胺类化合物的研究进展 1
1.3 过渡金属催化三组份反应非对映选择性合成炔丙胺 2
1.3.1 铜催化 3
1.3.2 金催化 6
1.3.3 银催化 7
1.3.4 铁催化 7
1.3.5 锌催化 8
1.3.6 镍催化 9 [资料来源:http://www.doc163.com]
1.3.7 钴催化 9
1.3.8 铟催化 9
第二章 铜催化无溶剂条件下A3反应合成炔丙胺类化合物研究 11
2.1 引言 11
2.2 反应条件探索 11
2.2.1 催化剂的选择 13
2.2.2 底物混合比例选择 13
2.2.3 反应温度的选择 13
2.3 最佳反应条件的确立 14
2.4 底物扩展 14
2.5 实验部分 15
2.5.1 仪器与试剂 15
2.5.2 实验通则 17
2.5.3 实验步骤 17
化合物结构表征 18
第三章 总结 20
参考文献 21
致 谢 24
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