A New and Efficient Procedure for Friedländer Synthesis of Quinolines in Low Melting Tartaric Acid-Urea Mixtures

Ma, Fei‐Ping; Cheng, Gui-Tian; He, Zhiguo; Zhang, Zhan‐Hui

doi:10.1071/ch12025

Cited by 28 publications

(3 citation statements)

References 10 publications

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“…Fei-Ping Ma et al [35] put forward the Friedlander heteroannulation reaction involving 2-amino aryl ketones and methyl ketones within low melting mixtures as the D-(À )-fructose/ DMU, lactose/DMU/NH 4 Cl, glucose/urea/CaCl 2 , glucose/urea/ NaCl, sucrose/ChCl, and glucose/guanidinium HCl reactions (Figure 5). The 2-amino benzophenone and acetylacetone reaction in L-(+)-tartaric acid/DMU went off without a hitch after 30 min at 70 °C.…”

Section: Solar Energymentioning

confidence: 99%

Natural Deep Eutectic Solvents (NADES): Manufacture, Characteristics, and Their Significance as Designer Solvents

Satija,

Chambyal,

Singh

et al. 2024

ChemistrySelect

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To replace the hazardous organic solvents currently in use, one of the key objectives of green chemistry has been the development of green solvents obtained from natural sources. Natural deep eutectic solvents (NADES) are bio‐based natural compounds, namely primary metabolites like organic acids, sugar, alcohols, amines, and amino acids, which are acceptable to the environment and may eventually replace the conventionally used harsh organic solvents. This study focuses on the recent developments in the realm of these innovative materials as well as the conventional deep eutectic solvents (DES)‐based techniques. A more in‐depth examination of DES's applications in various chemical processes is covered after a description of its definition, manufacture, and unique characteristics. Their significance as designer solvents in various organic reactions and their impact on production methods are addressed.

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Section: Solar Energymentioning

confidence: 99%

Natural Deep Eutectic Solvents (NADES): Manufacture, Characteristics, and Their Significance as Designer Solvents

Satija,

Chambyal,

Singh

et al. 2024

ChemistrySelect

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“…Among the heterocyclic systems, quinoline scaffold has received a considerable amount of interest because of its availability in a plethora of bioactive molecules. A very simple yet effective green procedure for the synthesis of a variety of quinoline derivatives (75) have been developed by Zhang and his co-workers with the involvement of a low melting mixture of DMU:TA (70:30) in moderate-to-excellent yields in a Friedländer fashion (Figure 7) [48]. On the other hand, the Biginelli procedure, a multi-component reaction, has been employed for assembling the dihydropyrimidinones (DHPMs) under a green reaction conditions by Köenig's team because of their utility in calcium channel blockers and also as HIV inhibitors and anticancer agent (Figure 7) [49].…”

Section: Synthesis Of Bis-(indolyl)methane Indenylindoles and 22-disubstituted Indolin-3-onesmentioning

confidence: 99%

Low Melting Mixture of L-(+)-Tartaric Acid and N,N′-Dimethyl Urea: A New Arrival in the Green Organic Synthesis

Ali¹

2021

Current Topics in Chirality - From Chemistry to Biology

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After the first report of deep eutectic mixtures by the team of Abbott in 2003, the advent of green synthesis has been progressively changing the way synthetic chemistry is thought and also taught. Since then, a plethora of efforts worldwide have been taken to stretch the ideas of sustainable as well as environmentally benign approaches to do the crucial synthetic organic transformations under operationally simple yet effective conditions. Although, till date, several green synthetic strategies for examples ultrasound, microwaves, flow as well as grindstone chemistry etc., and green reaction media (e.g. ionic liquid, water, scCO2, and so forth) have successfully been invented. But a low melting mixture of L-(+)-tartaric acid (TA) and N,N′-dimethylurea (DMU), usually plays a double and/or triple role (solvent, catalyst, and/or reagent), though still infancy but enjoys several eye-catching properties like biodegradability, recyclability, non-toxicity, good thermal stability, tunable physiochemical properties, low vapor pressure as well as reasonable prices in addition to the easy preparation with wide functional groups tolerance. To this context, keeping the importance of this novel low melting mixture in mind, we intended to reveal the advancements taken place in this wonderful area of research since its first report by the Köenig’s group in 2011 to till date. In this particular chapter, firstly we would disclose the importance of the green synthesis followed by a brief description of deep-eutectic solvents (DESs) particularly emphasizing on the role of L-(+)-TA and DMU from modern synthetic chemistry perspective.

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“…The ease of preparation, availability, cost effectiveness, stability, less toxicity, and biodegradability make these DESs versatile alternatives to ionic liquids. In view of some previous works [26][27][28][29][30][31][32][33][34][35][36][37][38] and our recent research programme on the development of novel and environmentally benign synthetic methodologies [39][40][41][42][43][44][45], herein we report ChCl/itaconic acid as reaction medium and catalyst for the synthesis of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones by condensation of 2-hydroxynaphthalene-1,4-dione with aldehydes (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Choline chloride and itaconic acid-based deep eutectic solvent as an efficient and reusable medium for the preparation of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones

et al. 2015

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Choline chloride and itaconic acid-based deep eutectic solvent has been identified as an effective catalyst and reaction medium for synthesis of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones by condensation of 2-hydroxynaphthalene-1,4-dione with various aldehydes. The reaction conditions are mild and environmentally friendly. Graphical abstract RCHO O O OH O O O O O R ChCl/itaconic acid + 2 80 o C

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A New and Efficient Procedure for Friedländer Synthesis of Quinolines in Low Melting Tartaric Acid-Urea Mixtures

Cited by 28 publications

References 10 publications

Natural Deep Eutectic Solvents (NADES): Manufacture, Characteristics, and Their Significance as Designer Solvents

Natural Deep Eutectic Solvents (NADES): Manufacture, Characteristics, and Their Significance as Designer Solvents

Low Melting Mixture of L-(+)-Tartaric Acid and N,N′-Dimethyl Urea: A New Arrival in the Green Organic Synthesis

Choline chloride and itaconic acid-based deep eutectic solvent as an efficient and reusable medium for the preparation of 13-aryl-5H-dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraones

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