A combination of natural deep eutectic solvents and microflow technology: a sustainable innovation for the tandem synthesis of 3-aminohexahydrocoumarins

Zamani, Parisa; Khosropour, Ahmad Reza

doi:10.1039/c6gc02642g

Cited by 23 publications

(11 citation statements)

References 65 publications

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“…Most of the studies demonstrated the high antibacterial or antifungal properties of DES and NADES, which can be an advantage for certain chemical processes, especially in the biotech industry. ,, The toxicity may be used as an advantage in understanding cellular metabolic pathways as well as a potential anticancer agent. , These solvents have low vapor pressures, good thermal stabilities, and broad applications, which make them extremely attractive as replacements to traditional organic solvents. However, concerns arise particularly for soil and water contamination at the point of disposal.…”

Section: Deep Eutectic Solvents (Des)mentioning

confidence: 99%

“…214,238,244 The toxicity may be used as an advantage in understanding cellular metabolic pathways as well as a potential anticancer agent. 243,245 These solvents have low vapor pressures, good thermal stabilities, and broad applica- tions, which make them extremely attractive as replacements to traditional organic solvents. However, concerns arise particularly for soil and water contamination at the point of disposal.…”

Section: Toxicity Of Desmentioning

confidence: 99%

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Green and Sustainable Solvents in Chemical Processes

et al. 2018

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Sustainable solvents are a topic of growing interest in both the research community and the chemical industry due to a growing awareness of the impact of solvents on pollution, energy usage, and contributions to air quality and climate change. Solvent losses represent a major portion of organic pollution, and solvent removal represents a large proportion of process energy consumption. To counter these issues, a range of greener or more sustainable solvents have been proposed and developed over the past three decades. Much of the focus has been on the environmental credentials of the solvent itself, although how a substance is deployed is as important to sustainability as what it is made from. In this Review, we consider several aspects of the most prominent sustainable organic solvents in use today, ionic liquids, deep eutectic solvents, supercritical fluids, switchable solvents, liquid polymers, and renewable solvents. We examine not only the performance of each class of solvent within the context of the reactions or extractions for which it is employed, but also give consideration to the wider context of the process and system within which the solvent is deployed. A wide range of technical, economic, and environmental factors are considered, giving a more complete picture of the current status of sustainable solvent research and development.

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Section: Deep Eutectic Solvents (Des)mentioning

confidence: 99%

Section: Toxicity Of Desmentioning

confidence: 99%

Green and Sustainable Solvents in Chemical Processes

et al. 2018

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“…Despite the role as therapeutic agents, the available synthetic methods require toxic solvents or metal catalysts, with adverse effects on the environment. A new tandem approach to prepare the 3-aminohexahydroxcoumarins directly from aryl aldehydes, ippuric acid, acetic anhydride, and 1,3-dicarbonyl compounds, with ChCl/urea as a biorenewable solvent was developed by Zamani and Khosropour [ 64 ]. After preliminary studies in the bath, the reactions were conducted in a continuous micro-flow reactor, including two tubing glass (Q1 for aryl aldehydes, hippuric acid, and acetic anhydride, and Q2 for 1,3-dicarbonyl compounds) giving faster and quicker results.…”

Section: Choline-based Des As Solvents/catalysts In Pharmaceutical Synthesismentioning

confidence: 99%

Choline Chloride-Based DES as Solvents/Catalysts/Chemical Donors in Pharmaceutical Synthesis

2021

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DES are mixtures of two or more compounds, able to form liquids upon mixing, with lower freezing points when compared to the individual constituents (eutectic mixtures). This attitude is due to the specific hydrogen-bond interactions network between the components of the mixture. A notable characteristic of DES is the possibility to develop tailor-made mixtures by changing the components ratios or a limited water dilution, for special applications, making them attractive for pharmaceutical purposes. In this review, we focused our attention on application of ChCl-based DES in the synthesis of pharmaceutical compounds. In this context, these eutectic mixtures can be used as solvents, solvents/catalysts, or as chemical donors and we explored some representative examples in recent literature of such applications.

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“…Numbering‐up the PEEK reactors was attempted, but inconsistent results were obtained in the different reactors. Other flow procedures were reported for accessing coumarin scaffolds such has 132 , …”

Section: Continuous Flow Preparation Of Active Pharmaceuticalsmentioning

confidence: 99%

Continuous Flow Organic Chemistry: Successes and Pitfalls at the Interface with Current Societal Challenges

et al. 2018

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This review intends to provide the reader with a clear and concise overview of how preparative continuous flow organic chemistry could potentially impact on current important societal challenges. These societal challenges include health/well‐being and sustainable development. Continuous flow chemistry has enabled significant advances for the manufacturing of pharmaceuticals, as well as for biomass valorization toward a biosourced chemical industry. Examples related to pharmaceutical production are herein focused on (a) the implementation of flow chemistry to reduce the occurrence of drug shortages, (b) continuous flow manufacturing of orphan drugs, (c) continuous flow preparation of active pharmaceuticals listed on the WHO list of essential medicines and (d) perspectives for the manufacturing of peptide‐based pharmaceuticals. Examples related to sustainable development are focused on the valorization of biosourced platform molecules. Besides positive impacts on societal challenges, this review also illustrates some of the potentially most threatening perspectives of continuous flow technology within the actual context of terrorism and drug abuse.

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A combination of natural deep eutectic solvents and microflow technology: a sustainable innovation for the tandem synthesis of 3-aminohexahydrocoumarins

Abstract: A combination of natural deep eutectic solvents with microfluidic technology presents a powerful and attractive technique in the modern synthesis of fine chemicals.

Cited by 23 publications

References 65 publications

Green and Sustainable Solvents in Chemical Processes

Green and Sustainable Solvents in Chemical Processes

Choline Chloride-Based DES as Solvents/Catalysts/Chemical Donors in Pharmaceutical Synthesis

Continuous Flow Organic Chemistry: Successes and Pitfalls at the Interface with Current Societal Challenges

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