Proline and its Derivatives as Organocatalysts for Multi‐ Component Reactions in Aqueous Media: Synergic Pathways to the Green Synthesis of Heterocycles

Advanced Synthesis & Catalysis, Год журнала: 2019, Номер 362(1), С. 87 - 110

Опубликована: Июль 26, 2019

Abstract Proline is a non‐toxic and inexpensive natural amino acid that readily available in both enantiomeric forms was one of the very first compounds to be studied as an organocatalyst. can engage several modes organocatalysis, it behave Brønsted or base, also easily generate iminium enamine intermediates are typical covalent organocatalysis. In view importance diminishing generation residues formed by volatile organic solvents, development synthetically useful reactions performed aqueous environments increasing significance. The synergic combination advantages water reaction medium with efficiency associated able bonds operation particularly relevant from point sustainable chemistry. this review we critically summarize use proline derivatives catalysts multi‐component media leading biologically heterocycles, important class constitutes over 60% drugs agrochemicals. magnified image

Язык: Английский

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Adsorption of imidazolium and pyridinium ionic liquids onto montmorillonite: Characterisation and thermodynamic calculations

Chemical Engineering Journal, Год журнала: 2012, Номер 209, С. 13 - 19

Опубликована: Авг. 3, 2012

Язык: Английский

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Synthesis of Heterocyclic [3.3.3]Propellanes via a Sequential Four-Component Reaction

The Journal of Organic Chemistry, Год журнала: 2012, Номер 77(9), С. 4385 - 4390

Опубликована: Апрель 6, 2012

A highly chemoselective heteroannulation protocol for the synthesis of unreported polysubstituted heterocyclic [3.3.3]propellanes has been developed by sequential four-component reaction ninhydrin, malononitrile, primary amines, and dialkyl acetylenedicarboxylates under mild conditions in water. To best our knowledge, there are no previous reports these classes [3.3.3]propellanes. The merit this Knoevenagel condensation/enamine formation/Michael addition/cyclization sequence is highlighted its high atom-economy, excellent yields, use water as media, efficiency production without any activator or metal promoters. This serves a nice addition to group-assistant-purification (GAP) chemistry which purification via chromatography recrystallization can be avoided, pure products were obtained simply washing crude with 95% ethanol.

Язык: Английский

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Catalyst-free one-pot four-component domino reactions in water–PEG-400: highly efficient and convergent approach to thiazoloquinoline scaffolds

Green Chemistry, Год журнала: 2014, Номер 17(2), С. 950 - 958

Опубликована: Сен. 25, 2014

Catalyst-free one-pot sustainable synthesis of thiazoloquinoline and thiazolopyridine scaffolds is achievedviafour-component domino reactions in water–PEG.

Язык: Английский

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“On-water” synthesis of novel trisubstituted 1,3-thiazolesviamicrowave-assisted catalyst-free domino reactions

RSC Advances, Год журнала: 2014, Номер 4(71), С. 37889 - 37899

Опубликована: Янв. 1, 2014

A clean, efficient and catalyst-free multicomponent domino reaction of arylglyoxals, cyclic 1,3-dicarbonyls thioamides in aqueous media under microwave conditions is reported.

Язык: Английский

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Catalyst-free fatty acid methyl ester production from wet activated sludge under subcritical water and methanol condition

Bioresource Technology, Год журнала: 2012, Номер 123, С. 112 - 116

Опубликована: Авг. 10, 2012

Язык: Английский

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Ag/TiO 2 nano-thin films as robust heterogeneous catalyst for one-pot, multi-component synthesis of bis (pyrazol-5-ol) and dihydropyrano[2,3 -c ]pyrazole analogs

Journal of Saudi Chemical Society, Год журнала: 2017, Номер 21(8), С. 998 - 1006

Опубликована: Июнь 7, 2017

The present methodology describes two efficient, eco-friendly, and simple routes for the cascade synthesis of biologically relevant pyrazole scaffolds using Ag/TiO2 nano-thin films as a green, robust, recyclable catalyst. were successfully applied bis (pyrazol-5-ol) dihydropyrano[2,3-c]pyrazole derivatives in one-pot, multicomponent manner. These operationally straightforward procedures have merits, including high yields products from set readily available starting materials, eco-friendliness, heterogeneity reusability Also, it was observed that catalyst highly stable during reaction several reuse times without observable losses catalytic performance.

Язык: Английский

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The catalyst-free syntheses of pyrazolo[3,4-b]quinolin-5-one and pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidin-5,7-dione derivatives by one-pot, three-component reactions

Tetrahedron, Год журнала: 2017, Номер 73(47), С. 6587 - 6596

Опубликована: Окт. 11, 2017

Язык: Английский

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Synthesis of biodiesel in subcritical water and methanol

Fuel, Год журнала: 2012, Номер 105, С. 266 - 271

Опубликована: Июнь 12, 2012

Язык: Английский

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A catalyst-free, efficient green MCR protocol for access to functionalized γ-carbolines in water

RSC Advances, Год журнала: 2015, Номер 5(65), С. 52497 - 52507

Опубликована: Янв. 1, 2015

A catalyst-free green procedure for access to substituted γ-carbolines has been achieved in water with excellent yields via a MCR reaction of 3-formyl indole derivatives, aldehydes NH₄OAc at room temperature under aerobic conditions.

Язык: Английский

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