Microwave-Induced Synthesis of Heterocycles of Medicinal Interests

Bandyopadhyay, Debasish; Banik, Bimal K.

doi:10.1016/b978-0-12-800070-0.00019-0

Cited by 7 publications

(1 citation statement)

References 83 publications

(69 reference statements)

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“…We demonstrated indium-induced reactions for the synthesis of diverse compounds under environmentally benign conditions [22]. Most of the indium-mediated reactions as described above produced products with high yields.…”

Section: Resultsmentioning

confidence: 99%

Indium Metal-Induced Reactions: Synthesis of Biologically Active Molecules

Banik

2017

Asian J. Chem.

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INTRODUCTIONIndium metal is highly economical and readily available. Our research group has been conducting indium-mediated useful reactions for the past 20 years. Synthesis of diverse organic molecules in chiral and achiral form is realized by indium-induced reactions very effectively. Most of these reactions are performed in aqueous ethanol. Moreover, indium-mediated reactions can be easily performed under microwave irradiation and ultrasound-mediated methods making these processes are attractive. Illustrative examples are provided here that include various compounds of interests. RESULTS AND DISCUSSIONIndium metal is a versatile reagent in organic synthesis and readily available with extremely low cost. Importantly, this metal is not sensitive in water like most of the other metals. It has been possible to conduct numerous successful reactions with indium-mediated reactions for the preparation of diverse organic compounds. A short summary of reactions that are developed in our laboratory is discussed in this perspective.Synthesis of β β β β β-lactams: Indium metal was used for the preparation of 3-unsubstituted β-lactams by the reaction of an imine with ethylbromoacetate. A variety of imines derived from monocyclic benzene derivatives were successfully employed. In some examples, a mixture of β-lactams and β-amino esters were produced [1]. However, β-amino esters were cyclized to the β-lactams by treatment with Grignard reagent. This method was then successfully applied for the preparation of 3,4-disubs- Indium metal has proven to be extremely useful in our research for the synthesis of diverse organic compounds of significant importance. PERSPECTIVE

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Section: Resultsmentioning

confidence: 99%

Indium Metal-Induced Reactions: Synthesis of Biologically Active Molecules

Banik

2017

Asian J. Chem.

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Recent Progress on Bimetallic‐Based Spinels as Electrocatalysts for the Oxygen Evolution Reaction

Olowoyo

Kriek

2022

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Among other energy alternatives, such as wind and solar, hydrogen in itself is considered a viable and ideal option due to its zero CO 2 emission, high gravimetric energy density, pollution-free advantages, and independence of weather conditions. [2] However, the traditional production of hydrogen, through steam methane reforming and coal gasification, is by no means feasible in the long term due to its associate carbon footprint. To circumvent the "pitfalls" associated with traditional hydrogen production technologies, electrochemical water splitting, when coupled with carbon-free electricity, offers greater hope.Generally, electrochemical water splitting comprises of two half-reactions: 1) proton reduction, also known as the hydrogen evolution reaction (HER), which occurs at the cathode (Reactions 1 and 3), and 2) water oxidation, also known as the oxygen evolution reaction (OER), which occurs at the anode (Reactions 2 and 4). [3] These half-reactions combine into the overall water-splitting reaction (Reaction 5).

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Microwave-assisted synthesis and antitumor activity of the supramolecular complexes of betulin diacetate with arabinogalactan

et al. 2017

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Microwave-assisted synthesis and antitumor activity of the supramolecular 1 complexes of betulin diacetate with arabinogalactan 2 3 Yuriy N. Malyar* 1,5 0000-0001-9380-0290, Mikhail A. Mikhailenko 2 0000-0002-1233-4 5225, Natalia A. Pankrushina 3 0000-0002-8104-478X, 5 Alexander N. Mikheev 4 , Ilia V. Eltsov 4 0000-0001-8290-6057, Svetlana A. Kuznetsova 1,5 6 Abstract 27 28 In this work, a water-soluble supramolecular complex was synthesized in an aqueous 29 suspension of betulin diacetate (BDA) and arabinogalactan (AG) upon microwave heating. 30 Microwave heating allows reducing the time required for the complex formation, compared 31 with conventional heating in a water bath. The specific effect of microwave irradiation on the 32 initial reagents and preparation of a supramolecular complex was studied. In contrast to 33 conventional heating, under microwave heating AG macromolecules may break into roughly 34 equal fragments when the temperature increases up to 100 o C. A change in the surface 35 morphology of BDA crystals under microwave heating of the suspension suggests that 36 microwave irradiation facilitates the dissolution of BDA in water. It has been shown that the 37 use of dimethylsulfoxide as a reaction medium for microwave heating led to a decrease in 38 BDA content in the product due to the inclusion of DMSO into AG macromolecules. The 39 BDA-AG complex was isolated from the microwave-heated aqueous solution, after water 40 evaporation, as a thin amorphous film, which exhibited antitumor activity against Ehrlich 41 ascites carcinoma cells and can be a promising material for pharmacological applications.42 43 Antitumor activity.45 46 51 Previously (Shakhtshneider et al. 2013), we reported on the mechanochemical 52 preparation of the composites of BDA with water-soluble polysaccharide arabinogalactan 53 (AG) (Fig. 2) possessing a higher solubility due to complex formation. The BDA-AG 54 complex was prepared also as a thin film isolated from an aqueous solution by water 55 evaporation. The BDA-AG composite films exhibited anti-cancer activity against lung 56 adenocarcinoma A549 cells, which was significantly higher than the activity of both pure 57 BDA and its physical and ball-milled mixtures with AG (Shakhtshneider et al. 2016). 58 59 126The 13 C{H} NMR spectra were recorded with a Bruker Avance III 500 spectrometer 127 (working frequencies 500.13 ( 1 Н) and 125.76 MHz ( 13 С)). The samples were dissolved in 128 deuterated water. An external sample of acetone/D 2 O was used as a standard for 13 C{H} data. 129Ball-milling was carried out in a SPEX 8000 mixer mill (CertiPrep Inc., USA) in a 130 stainless steel vial (60 mL) with steel balls (6 mm in diameter, total 30 g) for 15 min. 131Antitumor activity of the BDA-AG composite films was determined by estimating the 132 viability of Ehrlich carcinoma cells after 24 hours of incubation at 37 o C, 5% CO 2 with BDA-133 AG complex at the final concentration of 0.5 mg·mL -1 . Viability was estimated using trypan 134 blue in accordance with the standard manuf...

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Microwave-Induced Synthesis of Heterocycles of Medicinal Interests

Cited by 7 publications

References 83 publications

Indium Metal-Induced Reactions: Synthesis of Biologically Active Molecules

Indium Metal-Induced Reactions: Synthesis of Biologically Active Molecules

Recent Progress on Bimetallic‐Based Spinels as Electrocatalysts for the Oxygen Evolution Reaction

Microwave-assisted synthesis and antitumor activity of the supramolecular complexes of betulin diacetate with arabinogalactan

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