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Green and Solid-Phase Synthesis of New Dihydro-[1,2,4]Triazolo[1,5-a]Pyrimidine Scaffolds by Using Poly-Melamine-Formaldehyde as a Nitrogen-Rich Porous Organocatalyst
Polycyclic Aromatic Compounds ( IF 2.4 ) Pub Date : 2020-04-22 , DOI: 10.1080/10406638.2020.1756357
Nader Ghaffari Khaligh 1 , Taraneh Mihankhah 2
Affiliation  

Abstract

This work presents a new catalytic application of porous poly-melamine-formaldehyde (mPMF) for the efficient synthesis of new dihydro-[1,2,4]triazolo[1,5-a]pyrimidines. According to the principals of green chemistry, the reaction was performed by the planetary ball milling process at ambient and neat conditions. The heterogeneous catalyst could be reused up to five runs with no reducing of catalytic efficiency. A variety of substituted dihydro-[1,2,4]triazolo[1,5-a]pyrimidines were obtained in good to excellent yields under eco-friendly conditions. This work revealed that bifunctional porous organic polymers (POPs) containing base sites and acceptor-donner hydrogen bonding groups, as well as high porosity could play a vital role in the promotion of the one-pot multicomponent reactions in the solid phase. The main merits of the current methodology include short reaction time, wide substrate-scope, and use of a metal-free heterogeneous organocatalyst, simple work-up process.



中文翻译:

以聚三聚氰胺-甲醛为富氮多孔有机催化剂绿色固相合成新型二氢-[1,2,4]三唑并[1,5-a]嘧啶支架

摘要

这项工作展示了多孔聚三聚氰胺甲醛 (mPMF) 在高效合成新型二氢-[1,2,4]三唑并[1,5-a]嘧啶方面的新催化应用。根据绿色化学原理,该反应通过行星球磨工艺在环境和纯净条件下进行。多相催化剂可以重复使用多达五次,而不会降低催化效率。在环保条件下以良好至优异的产率获得了多种取代的二氢-[1,2,4]三唑并[1,5-a]嘧啶。这项工作表明,含有碱基和受体-供体氢键基团的双功能多孔有机聚合物(POPs)以及高孔隙率可以在促进固相中的一锅多组分反应中发挥重要作用。

更新日期:2020-04-22
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