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超顺磁性纳米粒子催化2-氨基吡啶/嘧啶与查耳酮的偶联反应

Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with -chalcones.

作者信息

Nguyen Oanh T K, Ha Pha T, Dang Ha V, Vo Yen H, Nguyen Tung T, Le Nhan T H, Phan Nam T S

机构信息

Faculty of Chemical Engineering, HCMC University of Technology, VNU-HCM 268 Ly Thuong Kiet, District 10 Ho Chi Minh City Vietnam

出版信息

RSC Adv. 2019 Feb 13;9(10):5501-5511. doi: 10.1039/c9ra00097f. eCollection 2019 Feb 11.

Abstract

An aerobic coupling of 2-aminopyrimidines or 2-aminopyridines with -chalcones to afford aroylimidazo[1,2-]pyrimidines and aroylimidazo[1,2-]pyridines is reported. Reactions proceed in the presence of CuFeO superparamagnetic nanoparticle catalyst, two equivalents of iodine, oxygen oxidant, and 1,4-dioxane solvent. The catalyst is superior to many common copper or iron complexes. Copper ferrite could be easily separated by magnetic decantation and reused up to 5 times without a major loss of activity. The method described here marks a rare example of using a simple, heterogeneous catalyst for synthesis of fused heterocycles. To our best knowledge, aroylimidazo[1,2-]pyrimidines and aroylimidazo[1,2-]pyridines were not previously synthesized using this protocol.

摘要

据报道,2-氨基嘧啶或2-氨基吡啶与查尔酮进行需氧偶联反应,可生成芳酰基咪唑并[1,2 - ]嘧啶和芳酰基咪唑并[1,2 - ]吡啶。反应在CuFeO超顺磁性纳米颗粒催化剂、两当量碘、氧气氧化剂和1,4 - 二氧六环溶剂存在下进行。该催化剂优于许多常见的铜或铁配合物。铁酸铜可通过磁倾析轻松分离,并可重复使用多达5次而活性无重大损失。此处描述的方法是使用简单的多相催化剂合成稠合杂环的罕见实例。据我们所知,此前尚未使用该方案合成芳酰基咪唑并[1,2 - ]嘧啶和芳酰基咪唑并[1,2 - ]吡啶。

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