Notes- Potential Cancerocidal Agents. III. Formanilides.

Pettit, George R.; Kalnins, Malda V.; Liu, Thomas M.H.; Thomas, Evan G.; Parent, Kevin

doi:10.1021/jo01351a623

Cited by 102 publications

(46 citation statements)

References 1 publication

(1 reference statement)

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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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“…N ‐Formylated amines are a class of widely applicable compounds with different applications in organic synthesis ranged from starting materials to solvents. The importance of N ‐formamides relies on the fact that they can be employed as intermediates for the synthesis of a large number of pharmaceuticals, fungicides, nitriles, N‐heterocycles, and isocyanates in addition to their widespread use in organic synthesis and peptide synthesis . Formylation of amines is also a method to protect the amine functionality in organic transformations .…”

Section: Methodsmentioning

confidence: 99%

“…The importance of N-formamides relieso nt he fact that they can be employed as intermediates for the synthesis of al arge number of pharmaceuticals, fungicides, nitriles, N-heterocycles, and isocyanates in addition to their widespread use in organic synthesis and peptide synthesis. [1][2][3][4][5][6] Formylation of amines is also amethod to protect the amine functionality in organic transformations. [7] This family of chemicals can be synthesized by several methods.…”

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confidence: 99%

Copper‐Catalyzed Formylation of Amines by using Methanol as the C1 Source

et al. 2020

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Cu/TEMPO catalyst systems are known for the selective transformation of alcohols to aldehydes, as well as for the simultaneous coupling of alcohols and amines to imines under oxidative conditions. In this study, such a Cu/TEMPO catalyst system is found to catalyze the N‐formylation of a variety of amines by initial oxidative activation of methanol as the carbonyl source via formaldehyde and formation of N,O‐hemiacetals and oxidation of the latter under very mild conditions. A vast range of amines, including aromatic and aliphatic, primary and secondary, and linear and cyclic amines are formylated under these conditions with good to excellent yields. Moreover, paraformaldehyde can be used instead of methanol for the N‐formylation.

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“…Another most functional and useful method for the protection of amines and alcohols is formylation via reaction with formic acid . Formamides and esters, which are respectively the products of formylation of amines and alcohols, are valued interceptions for the synthesis of different crucial medical compounds such as quinolone antibiotics, 1,2‐dihydroquinolines, and cancer‐related chemotherapeutic agents . Therefore, formamide skeleton can be found in the structure of many medicines (Figure ).…”

Section: Introductionmentioning

confidence: 99%

[PVP‐SO₃H] HSO₄: An Efficient Polymeric Solid Acid Catalyst for the Formylation and N‐Boc Protection Reactions

et al. 2019

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In the present work, the formylation of a variety of amines and alcohols was performed using [PVP‐SO3H] HSO4 as a powerful solid acid catalyst under solvent‐free conditions. Under this catalytic condition, N‐Boc protection of amines was also successfully done at room temperature. Easy and economical methodology, short reaction times, high yields, chemo‐selectivity, high TOF and easy workup are some of the advantages of this work. Furthermore, [PVP‐SO3H]HSO4 can be easily separated and reused for several times without considerable loss of its catalytic activity.

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Notes- Potential Cancerocidal Agents. III. Formanilides.

Cited by 102 publications

References 1 publication

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

Copper‐Catalyzed Formylation of Amines by using Methanol as the C1 Source

[PVP‐SO₃H] HSO₄: An Efficient Polymeric Solid Acid Catalyst for the Formylation and N‐Boc Protection Reactions

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Notes- Potential Cancerocidal Agents. III. Formanilides.

Cited by 102 publications

References 1 publication

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

Copper‐Catalyzed Formylation of Amines by using Methanol as the C1 Source

[PVP‐SO3H] HSO4: An Efficient Polymeric Solid Acid Catalyst for the Formylation and N‐Boc Protection Reactions

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[PVP‐SO₃H] HSO₄: An Efficient Polymeric Solid Acid Catalyst for the Formylation and N‐Boc Protection Reactions