A new facile method for the synthesis of 1-arylimidazole-5-carboxylates

Chen, Bang‐Chi; Bednarz, Mark S.; Zhao, Rulin; Sundeen, Joseph E.; Chen, Ping; Shen, Zhongqi; Skoumbourdis, Amanda P.; Barrish, Joel C.

doi:10.1016/s0040-4039(00)00910-2

Cited by 182 publications

(95 citation statements)

References 5 publications

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“…They are also used for synthesis of medicinally important heterocycles [24]. Formamides are the smallest units and useful intermediates for the synthesis of pharmaceutically valuable compounds and chemotherapeutic agents, which have attracted the attention of biologists and biochemists [25,26]. Structurally modi ed molecules include monomethylated amines, isocyanides, and formamidines with formamide skeleton and are of considerable interest in the eld of organic chemistry [27][28][29][30].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Nα-protected formamides from amino acids using MgO nano catalyst: Study of molecular docking and antibacterial activity

Raghavendra¹,

Lalithamba²,

Shekarappa

et al. 2017

Scientia Iranica

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Abstract. Green synthesis of nano MgO particles and their application in the formylationof isocyanates of N-Fmoc/Cbz/Boc protected amino acids were reported. Nano magnesium oxide catalysed reaction of isocyanate with 96% formic acid was established to obtain formamides. For this, the carboxyl group of protected amino acids was activated via mixed anhydride method and treated with NaN3. The formed azides were converted into their isocyanates through Curtius rearrangement and treated with HCOOH and catalytic amount of nano MgO. The advantages of this method were being remarkably simple and attaining economically low-cost nano metal oxide under milder reaction conditions. Most importantly, MgO could be easily separated and other basic impurities were removed through a simple work-up. This protocol showed high e ciency in catalysing the transformation in a greener fashion. The molecular docking study of the synthesized compounds was performed against the macromolecules sortase-A and glucosamine 6-phosphate synthase to understand the binding interactions. The results of in vitro antibacterial activities of the synthesized compounds were supported by docking analysis.

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Section: Introductionmentioning

confidence: 99%

Synthesis of Nα-protected formamides from amino acids using MgO nano catalyst: Study of molecular docking and antibacterial activity

Raghavendra¹,

Lalithamba²,

Shekarappa

et al. 2017

Scientia Iranica

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“…They are used as precursors for the synthesis of isocyanide [2,3], as intermediates for mono-methylation of primary amines [4] and in the synthesis of formamidines [5]. Other pharmaceutically important compounds such as fluoroquinolines [6], substituted arylimidazoles [7], 1,2-dihydroquinolines [8], and nitrogen-bridged heterocycles [9] also require formamides.…”

Section: Introductionmentioning

confidence: 99%

Nano-MgO: An Efficient Catalyst for the Synthesis of Formamides from Amines and Formic Acid Under MWI

et al. 2010

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Nano-MgO a basic catalyst was prepared by solution combustion technique. It was characterized by powder XRD, SEM, BET and TEM analyses. It was used as a catalyst for the study of microwave-assisted Nformylation of various aromatic and alkyl amines with formic acid under solvent-free conditions. Nano-MgO showed excellent catalytic properties and the reactions went to completion, within 1-2 min to give products in high yield (90-98%). The catalyst is recoverable quantitatively and re-cycled with almost consistent activity. This new nano catalyst has the advantages of higher yield, lower cost, reduced environmental hazards, and the procedure is highly convenient.

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“…Formamides exhibit potential applications in the synthesis of pharmaceutical compounds such as fluoroquinolines, 1 substituted aryl imidazoles, 2 1,2-dihydroquinolines, 3 nitrogenbridged heterocycles 4 etc., Formamides also find its applications in Vilsmeier formylation, 5 preparation of isocyanide, 6 Lewis base organic transformation, allylation and reduction reactions. Formyl group is highly useful as an amino protecting group in peptide synthesis.…”

mentioning

confidence: 99%

Synthesis, Structural Characterization, and Catalytic Activity of Flower Like ZnO Nanostructures

Ramachandran¹,

kumar

Kim³

et al. 2014

Bulletin of the Korean Chemical Society

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Tageteserecta flower like zinc oxide nanostructures composed of hexagonal nanorods were synthesized via sonochemical method at room temperature. The synthesized nanomaterials exhibited wurtzite hexagonal phase structure with the single crystalline nature. The diameter of the individual nanorods that constitute the flower shaped zinc oxide structures is in the range of 120-160 nm. The sonication time effectively determined the morphological properties of the prepared materials. The catalytic activity of prepared zinc oxide nanostructures towards N-formylation reactions were evaluated without any surface modification and the nanostructures exhibited good reaction yield with the prompt recyclability behavior.

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A new facile method for the synthesis of 1-arylimidazole-5-carboxylates

Cited by 182 publications

References 5 publications

Synthesis of Nα-protected formamides from amino acids using MgO nano catalyst: Study of molecular docking and antibacterial activity

Synthesis of Nα-protected formamides from amino acids using MgO nano catalyst: Study of molecular docking and antibacterial activity

Nano-MgO: An Efficient Catalyst for the Synthesis of Formamides from Amines and Formic Acid Under MWI

Synthesis, Structural Characterization, and Catalytic Activity of Flower Like ZnO Nanostructures

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