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五氟苯铵三氟甲磺酸酯(PFPAT)催化构建取代的色烯并[2,3-d]嘧啶酮衍生物及其抗菌活性。

Pentafluorophenylammonium triflate (PFPAT) catalyzed facile construction of substituted chromeno[2,3-d]pyrimidinone derivatives and their antimicrobial activity.

机构信息

Faculty of Sciences, Najafabad Branch, Islamic Azad University, Najafabad, Esfahan, Iran.

Research Department of Chemistry, Bioactive Organic Molecule Synthetic Unit, C. Abdul Hakeem College, Melvisharam 632 509, Tamil Nadu, India.

出版信息

J Adv Res. 2014 Mar;5(2):209-18. doi: 10.1016/j.jare.2013.03.003. Epub 2013 Mar 20.

Abstract

A new, simple thermally efficient and solvent-free condensation of 2-amino-3-cyano-6-methyl-4-phenyl-4H-pyran-5-ethylcarboxylate derivatives with coumarin-3-carboxylic acid employing pentafluorophenylammonium triflate (PFPAT) as an inexpensive organocatalyst for the synthesis of a series of ethyl 4,5-dihydro 7-methyl-2-(2-oxo-2H-chromen-3-yl)-4-oxo-5-aryl-3H-chromeno[2,3-d]pyrimidine-6-carboxylate derivatives is described. This method has the advantages of high yields, a cleaner reaction, simple methodology, short reaction times, easy workup, and greener conditions. All the compounds were evaluated for their in vitro antimicrobial activity against different bacterial and fungal strains.

摘要

一种新的、简单的热高效和无溶剂缩合方法,可将 2-氨基-3-氰基-6-甲基-4-苯基-4H-吡喃-5-乙酯衍生物与香豆素-3-羧酸缩合,使用五氟苯基三氟甲磺酸铵(PFPAT)作为廉价的有机催化剂,用于合成一系列乙基 4,5-二氢 7-甲基-2-(2-氧代-2H-色烯-3-基)-4-氧代-5-芳基-3H-色烯并[2,3-d]嘧啶-6-羧酸酯衍生物。该方法具有高产率、更清洁的反应、简单的方法、短的反应时间、易于处理和更环保的条件等优点。所有化合物都经过了体外抗菌活性测试,以评估它们对不同细菌和真菌菌株的抑制作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f4a/4294741/5f70b11d4bec/gr1.jpg

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