铜催化炔丙胺和喹唑啉酮衍生物的合成研究
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摘要
炔丙胺和喹唑啉酮衍生物是两类非常重要的有机及药物中间体。本论文以绿色合成为指导思想,在PEG-400中开展铜催化炔丙胺衍生物和喹唑啉酮衍生物的合成方法研究:(1)在PEG-400中CuI催化醛、仲胺和炔烃的三组分偶联反应实现炔丙胺衍生物的合成;(2)在PEG-400中纳米CuO催化2-卤苯甲酸和脒类化合物的环合反应,建立喹唑啉酮衍生物的绿色合成新方法。
以上所研究的方法具有原料易得、操作简便、反应条件温和以及产率高等优点。更为重要的是所用的溶剂和催化剂均可回收再利用,从源头上减少了对环境的污染,符合绿色化学发展方向。本论文的研究工作为炔丙胺和喹唑啉酮衍生物的合成提供了新方法。
Propargylamine and quinazolinone derivatives are very important intermediates in organic synthesis and pharmaceutical synthesis. With the guideline of green synthesis, this thesis investigated copper-catalyzed synthesis of propargylamine and quinazolinone derivatives in PEG-400. The thesis inculding two reactions were as followed: (1) CuI-catalyzed one-pot synthesis of propargylamines from three-component A3 coupling reaction of aldehyde, amine and alkyne in PEG-400; (2) A green, rapid, and efficient method was developed for synthesizing quinazolinone derivatives from substituted 2-halobenzoic acids and amidines via nano CuO-catalyzed cyclization in PEG-400.
The important features of the methodology for quinoxalines and pyrazines are simple operation, mild reaction conditions and high yields. Moreover, reusable catalyst and solvent make the methods more economical and environmental friendly.
以上所研究的方法具有原料易得、操作简便、反应条件温和以及产率高等优点。更为重要的是所用的溶剂和催化剂均可回收再利用,从源头上减少了对环境的污染,符合绿色化学发展方向。本论文的研究工作为炔丙胺和喹唑啉酮衍生物的合成提供了新方法。
Propargylamine and quinazolinone derivatives are very important intermediates in organic synthesis and pharmaceutical synthesis. With the guideline of green synthesis, this thesis investigated copper-catalyzed synthesis of propargylamine and quinazolinone derivatives in PEG-400. The thesis inculding two reactions were as followed: (1) CuI-catalyzed one-pot synthesis of propargylamines from three-component A3 coupling reaction of aldehyde, amine and alkyne in PEG-400; (2) A green, rapid, and efficient method was developed for synthesizing quinazolinone derivatives from substituted 2-halobenzoic acids and amidines via nano CuO-catalyzed cyclization in PEG-400.
The important features of the methodology for quinoxalines and pyrazines are simple operation, mild reaction conditions and high yields. Moreover, reusable catalyst and solvent make the methods more economical and environmental friendly.
引文
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