A review on convenient synthesis of substituted coumarins using reuseable solid acid catalysts

Gulati, Susheel; Singh, Rajvir; Sangwan, Suman

doi:10.1039/d1ra04887b

Cited by 18 publications

(14 citation statements)

References 77 publications

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“…The synthesis of coumarin derivatives is partly based on classical and green methods such as Pechmann, Wittig, or Knoevenagel condensation methods [71,72] . However, commercially available starting materials such as 7‐diethylamino‐3‐formylcoumarin and 8‐formyl‐7‐hydroxy‐4‐methylcoumarin can decrease the number of chemical transformations.…”

Section: Discussionmentioning

confidence: 99%

“…The synthesis of coumarin derivatives is partly based on classical and green methods such as Pechmann, Wittig, or Knoevenagel condensation methods. [71,72] However, commercially available starting materials such as 7-diethylamino-3formylcoumarin and 8-formyl-7-hydroxy-4-methylcoumarin can decrease the number of chemical transformations. Therefore, coumarin-based probes 11 to 15 can be prepared in one-step (11 to 14) or two-step routes (15), as shown in Figure 6b and Schematics S11 to S15.…”

Section: Environmental and Economic Considerationsmentioning

confidence: 99%

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Ecological and Economic Efforts in the Development of Molecular Sensors for the Optical Detection of Cyanide Ions

Tigreros

Portilla

2022

Eur J Org Chem

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Cyanide anions have wide use in industrial areas despite their high toxicity to the environment as waste; thus, numerous studies on the determination of this anion have been carried out. This review discusses recent progress in the colorimetric and fluorimetric detection of cyanide by nucleophilic addition or acid‐base reactions to different types of receptors by the chemodosimeter approach. Beyond sensor performance, we focus our analysis on the sustainable synthesis features of five representative families of probes based on small molecules. Some environmental and economic factors are considered (reaction mass efficiency, number of chemical changes, solvent greenness average, preliminary raw material cost, and energy implications), giving a complete picture of the current status of research in this detection field.

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Section: Discussionmentioning

confidence: 99%

Section: Environmental and Economic Considerationsmentioning

confidence: 99%

Ecological and Economic Efforts in the Development of Molecular Sensors for the Optical Detection of Cyanide Ions

Tigreros

Portilla

2022

Eur J Org Chem

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“…Several catalysts were tested for this reaction, including sulfuric acid, trifluoroacetic acid, phosphorous pentoxide, ZrCl 4 ,TiCl 4 , and ionic liquids, etc. enabled by Pechmann condensation [41]. Various groups have reported for the preparation of coumarin scaffolds via Pechmann methods.…”

Section: Pechmann Reactionmentioning

confidence: 99%

Recent Methods for Synthesis of Coumarin Derivatives and Their New Applications

Sharma¹,

Dhayalan²,

Manikandan³

et al. 2023

Strategies for the Synthesis of Heterocycles and Their Applications

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Coumarin (2H-1-benzopyran-2-one) and its heterocyclic derivatives are widely used as lactone scaffolds used by innovative methods for the preparation of heterocyclic molecules. Nowadays, significant biological activities, as well as properties of unique nature coumarin derivatives, have played an important role in the development of novel drugs. This chapter entitles numerous methods of one-pot construction of coumarin derivatives, together with well-known name reactions and other type reactions as well, in the presence of various metal-based homogenous and heterogeneous catalyst system. Coumarin is one of the very important heterocycles and its analogs like natural product and pharmaceutically active drug molecules are extracted/isolated from a plants, animals, and microbes. Coumarin precursors have a wide range of biological activities Hence, the synthesis of coumarins and their heterocyclic analogs have become among the most interesting compound over the last many years in the growth of improved synthetic methodologies to form different types of functional groups that are present in coumarins derivatives. The synthesis of coumarins enabled by current approaches and their most recent bio-applications are discussed in this book chapter. Corresponding complex heterocycles-based coumarin analogs are produced from substituted alkyne substrates and other starting materials as well.

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“…The synthesis of substituted coumarins is still dominated by classical methods, such as the Knoevenagel, Perkin, and Pechmann reactions [ 12 , 13 , 14 ], which although powerful and proven, have limited scope in terms of functional group compatibility. Recent studies have centered on the use of palladium-catalyzed cross-coupling C–C bond formation leading to the 3-, 4- and 6-substituted coumarins [ 15 , 16 , 17 , 18 , 19 ]; thus the number of Pd-catalyzed approaches for obtaining coumarins is constantly growing [ 20 , 21 , 22 ].…”

Section: Introductionmentioning

confidence: 99%

Efficient Synthesis of Fluorescent Coumarins and Phosphorous-Containing Coumarin-Type Heterocycles via Palladium Catalyzed Cross-Coupling Reactions

Lyapchev

Koleva

et al. 2022

Molecules

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Quantum-chemical calculations on the spectral properties of some aryl substituted 3-phosphonocoumarins were performed, and the effect of the substituents in the aryl moiety was evaluated. The structures possessing promising fluorescent properties were successfully synthesized via Suzuki and Sonogashira cross-coupling. The synthetic protocol was also applied for the phosphorous chemoisomer of 3-phosphonocoumarin, 1,2-benzoxaphosphorin, and their carboxylate analogues. The optical properties of the arylated and alkynylated products were experimentally determined. The obtained quantum-chemical and experimental results give the possibility for a fine tuning of the optical properties of phosphorous-containing coumarin systems by altering the substituent at its C-6 position.

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A review on convenient synthesis of substituted coumarins using reuseable solid acid catalysts

Abstract: Due to growing concern about chemicals and their impact on the environment, cleaner reaction conditions are needed to be incorporated into chemical synthetic procedures.

Cited by 18 publications

References 77 publications

Ecological and Economic Efforts in the Development of Molecular Sensors for the Optical Detection of Cyanide Ions

Ecological and Economic Efforts in the Development of Molecular Sensors for the Optical Detection of Cyanide Ions

Recent Methods for Synthesis of Coumarin Derivatives and Their New Applications

Efficient Synthesis of Fluorescent Coumarins and Phosphorous-Containing Coumarin-Type Heterocycles via Palladium Catalyzed Cross-Coupling Reactions

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