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一种简便的无催化剂微波促进多组分反应,用于合成具有优异选择性和产率的功能化1,4 - 二氢吡啶。

A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields.

作者信息

Kerru Nagaraju, Maddila Suresh, Jonnalagadda Sreekantha B

机构信息

Department of Chemistry, GITAM School of Science, Gandhi Institute of Technology and Management (GITAM) University, Bengaluru, India.

School of Chemistry and Physics, University of KwaZulu-Natal, Durban, South Africa.

出版信息

Front Chem. 2021 Mar 31;9:638832. doi: 10.3389/fchem.2021.638832. eCollection 2021.

Abstract

We report a highly efficient green protocol for developing a novel library of 1,2,4-triazole-tagged 1,4-dihydropyridine analogs through the one-pot process from the four-component fusion of the 1-1,2,4-triazol-3-amine with different chosen aldehydes, diethyl acetylenedicarboxylate, and active methylene compounds in a water medium under microwave irradiation and catalyst-free conditions. Excellent yields (94-97%) of the target products were achieved with high selectivity with a short reaction time (<12 min) at room temperature. The structures of the synthesized pyrimidine analogs were established by NMR and HRMS spectroscopic analysis. Simple workup, impressive yields, no column chromatography, green solvent, rapid reaction, and excellent functional group tolerance are the benefits of this protocol.

摘要

我们报道了一种高效的绿色方法,通过在微波辐射和无催化剂条件下,在水介质中使1-1,2,4-三唑-3-胺与不同选择的醛、乙酰基二羧酸二乙酯和活性亚甲基化合物进行四组分融合的一锅法,开发出一个新型的带有1,2,4-三唑标签的1,4-二氢吡啶类似物库。在室温下,以短反应时间(<12分钟)实现了目标产物的优异产率(94-97%)和高选择性。通过核磁共振(NMR)和高分辨质谱(HRMS)光谱分析确定了合成的嘧啶类似物的结构。该方法具有后处理简单、产率高、无需柱色谱、绿色溶剂、反应迅速以及对官能团耐受性好等优点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/efc7/8044462/8392ba714ab9/fchem-09-638832-g0003.jpg

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