A Facile L‐Proline Catalyzed One‐Pot Synthesis of Xanthene and Acridine Based Quinolones via Knoevenagel Condensation Reaction

2020 ◽  
Vol 5 (16) ◽  
pp. 4816-4821
Author(s):  
Manne Madhava Reddy ◽  
Akella Sivaramakrishna
Keyword(s):  
Knoevenagel Condensation ◽  
Condensation Reaction ◽  
One Pot ◽  
One Pot Synthesis ◽  
Knoevenagel Condensation Reaction

One-pot Pseudo-Domino Three-Component Knoevenagel Condensation Reaction in Water Enabled by Micellar Catalyst: Mechanism and Reactivity

2020 ◽  
Vol 17 (11) ◽  
pp. 823-831
Author(s):  
Dini Ahanthem ◽  
Devi Prasan Ojha ◽  
Francis A.S. Chipem ◽  
Warjeet S. Laitonjam
Keyword(s):  
Knoevenagel Condensation ◽  
Condensation Reaction ◽  
Hydrophobic Effect ◽  
Sodium Dodecyl ◽  
Thiobarbituric Acid ◽  
Aqueous Environment ◽  
Organic Transformations ◽  
One Pot ◽  
Knoevenagel Condensation Reaction ◽  
Electron Withdrawing Group

The micellar catalysis is well-known for its hydrophobic effect that is the tendency of nonpolar groups to cluster within the lipophilic core so as to shield them from contact with an aqueous environment formed upon the dissolution of a surfactant in water. This provides a unique opportunity to establish organic transformations in greener solvents, such as water leading to organic waste control and easy product isolation protocols. Considering the significant interaction of thiobarbituric acid moieties in a biological macromolecule core, herein, a highly efficient procedure for the synthesis of biological and medicinal important 5-(arylmethylene)dihydro-2-thioxo-4,6(1H,5H)-pyrimidinediones via Knoevenagel condensation of thiobarbituric acids and aldehydes catalyzed by a surfactant, sodium dodecyl sulfate, is developed. The synthetic procedure shows the excellent activity of the micellar catalysts towards the aldehyde activation leading to a facile condensation. The application of the method is demonstrated by further synthesis of 5,5'-(4-arylmethylene)bis[dihydro-2-thioxo-4,6(1H,5H)- pyrimidinediones]. Theoretical studies of the reaction were also carried out to investigate the effect of electron releasing and electron-withdrawing group in benzaldehyde on the reaction.

scholarly journals New dicationic DABCO-based ionic liquids: a scalable metal-free one-pot synthesis of bis-2-amino-5-arylidenethiazol-4-ones

2019 ◽  
Vol 6 (7) ◽  
pp. 190997 ◽  
Author(s):  
Wael A. A. Arafa ◽  
Asmaa K. Mourad
Keyword(s):  
Knoevenagel Condensation ◽  
Condensation Reaction ◽  
Significant Loss ◽  
Single Step ◽  
Scale Production ◽  
Reaction Conditions ◽  
One Pot ◽  
Dicationic Ionic Liquid ◽  
Knoevenagel Condensation Reaction ◽  
Green Conditions

Herein, a novel DABCO-based dicationic ionic liquid (bis-DIL) was easily prepared from the sonication of DABCO with 1,3-dichloro-2-propanol and then characterized by several techniques. Thereafter, under the ultimate green conditions, the performance of the bis-DIL was examined for the sono-synthesis of a new library of bis-2-amino-5-arylidenethiazol-4-ones via one-pot pseudo-five-component Knoevenagel condensation reaction of appropriate dialdehydes, rhodanine and amines. This protocol is tolerant towards several mono- and dialdehydes, excellently high yielding and affording access to the desired products in a single step within a short reaction time. Compared with the conventional methodologies, the proposed method displayed several remarkable merits such as milder reaction conditions without any side product, green solvent media, recording well in a variety of green metrics and applicability in gram-scale production. The recyclability of the bis-DIL was also investigated with an average recovered yield of 97% for six sequential cycles without any significant loss of the activity.

Knoevenagel Condensation of Phosphinoylacetic Acids with Aldehydes: An Efficient One-Pot Strategy for the Synthesis of P-Functionalized Alkenyl Compounds

Synthesis ◽  
2021 ◽  
Author(s):  
Kamil Dziuba ◽  
Katarzyna Szwaczko ◽  
Sławomir Frynas
Keyword(s):  
Efficient Method ◽  
Knoevenagel Condensation ◽  
Condensation Reaction ◽  
Environmentally Friendly ◽  
Phosphine Oxides ◽  
One Pot ◽  
Practical Procedure ◽  
Synthesis Strategy ◽  
Wide Range ◽  
Knoevenagel Condensation Reaction

AbstractA wide range of commercially available aldehydes have been applied to Knoevenagel condensation reaction to give E-alkenylphosphine oxides and vinylphosphine oxides. The readily available phosphinoylacetic acids derived from P(O)–H compounds were used as the starting materials in the reaction, providing a highly stereoselective and efficient method for constructing α,β-unsaturated phosphine oxides. Moreover, this simple and practical procedure provides an alternative and more environmentally friendly synthesis strategy for this type of P-functionalized alkenyl compounds.

Iron‐catalyzed one‐pot oxidation/Knoevenagel condensation reaction using air as an oxidant

2019 ◽  
Vol 33 (6) ◽  
pp. e4910 ◽  
Author(s):  
Lu‐Shan Huang ◽  
Yi‐Huan Lai ◽  
Cheng Yang ◽  
Da‐Zhen Xu
Keyword(s):  
Knoevenagel Condensation ◽  
Condensation Reaction ◽  
One Pot ◽  
Knoevenagel Condensation Reaction

The synthesis of a bifunctional copper metal organic framework and its application in the aerobic oxidation/Knoevenagel condensation sequential reaction

2016 ◽  
Vol 45 (35) ◽  
pp. 13917-13924 ◽  
Author(s):  
Zongcheng Miao ◽  
Yi Luan ◽  
Chao Qi ◽  
Daniele Ramella
Keyword(s):  
Knoevenagel Condensation ◽  
Condensation Reaction ◽  
Metal Organic Framework ◽  
Aerobic Oxidation ◽  
Reaction System ◽  
One Pot ◽  
Sequential Reaction ◽  
Metal Organic ◽  
Knoevenagel Condensation Reaction ◽  
Organic Framework

A novel one-pot aerobic oxidation/Knoevenagel condensation reaction system is developed employing a Cu(ii)/basic bifunctional metal–organic framework (MOF) as the catalyst.

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