Malononitrile as a Key Reagent in Multicomponent Reactions for the Synthesis of Pharmaceutically Important Pyridines

Dandia, Anshu; Singh, Ruby; Maheshwari, Shuchi

doi:10.2174/138527281819141028114524

Cited by 20 publications

(3 citation statements)

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“…IMCRs [38,42 -50], alkyne-based [38,[51][52][53][54] and C-H-acidic compounds [55][56][57][58][59][60] based MCRs in particular have a high potential to be very diverse. Many noval MCRs [57][58][59][60][61][62][63][64][65][66][67][68][69][70][71][72][73] have meanwhile become part of the range of syntheses, e.g.…”

Section: Methodsmentioning

confidence: 99%

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

Eckert

2017

Preprint

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Synergistic effects between reactions, reagents and catalysts can lead to minor heats of reaction and occur as an inherent result of multi-component reactions (MCRs) and their extensions. They enable syntheses to be performed at a low energy level and the number of synthesis steps to be drastically reduced in comparison with 'classical' two-component reactions. The very high potential for variability, diversity and complexity of MCRs additionally generates an extremely diverse range of products, thus bringing us closer to the aim of being able to produce tailor-made and extremely low-priced materials, drugs and libraries.Keywords: multicomponent reaction; MCR; post condensation modification PCM; post condensation cyclisation PCC; MFCR; multifunction catalysis; variability; diversity; complexity; efficiency of synthesis. PrologueThe high discrepancy between traditional feasibility mania and rational efficiency assessment in chemical synthesis became immediately apparent to the author while working on his thesis and during everyday laboratory life. On the one hand, classic peptide synthesis with an inefficient, extremely high number of synthesis steps and on the other hand, elegant multicomponent reactions that can make such efforts unnecessary. This double strategy in chemical synthesis has given the author cause to reflect (Picture 2) on how to close this gap using a consistent procedure. Picture 2. Problem in chemical syntheses relating to terms of producibility, ecology and economy.

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Section: Methodsmentioning

confidence: 99%

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

Eckert

2017

Preprint

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“…This part is related to radical reactions not involving alkali metals and focuses on the reduction of malononitriles and cyanoacetates (α-cyanoesters). These compounds are particularly versatile reagents in organic synthesis including multicomponent reactions [ 109 – 113 ]. However, like decarboxylation for related malonic ester or acetoacetates, an easy access to the removal of the cyano group should encourage future developments using these compounds.…”

Section: Reviewmentioning

confidence: 99%

The reductive decyanation reaction: an overview and recent developments

Mattalia¹

2017

Beilstein J. Org. Chem.

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“…IMCRs [ 38 , 42 , 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 ], alkyne-based [ 38 , 51 , 52 , 53 , 54 ] and C-H-acidic compound [ 55 , 56 , 57 , 58 , 59 , 60 ]-based MCRs in particular have a high potential to be very diverse. Many novel MCRs [ 57 , 58 , 59 , 60 , 61 , 62 , 63 , 64 , 65 , 66 , 67 , 68 , 69 , 70 , 71 , 72 , 73 ] have meanwhile become part of the range of syntheses, e.g., boron-mediated [ 62 , 66 ], photo-induced [ 67 ] and carbene-based MCRs [ 72 ] such as N-heterocyclic carbenes (NHCs).…”

Section: Multicomponent Reactions (Mcrs)mentioning

confidence: 99%

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

Eckert

2017

Molecules

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Several novel methods, catalysts and reagents have been developed to improve organic synthesis. Synergistic effects between reactions, reagents and catalysts can lead to minor heats of reaction and occur as an inherent result of multicomponent reactions (MCRs) and their extensions. They enable syntheses to be performed at a low energy level and the number of synthesis steps to be drastically reduced in comparison with ‘classical’ two-component reactions, fulfilling the rules of Green Chemistry. The very high potential for variability, diversity and complexity of MCRs additionally generates an extremely diverse range of products, thus bringing us closer to the aim of being able to produce tailor-made and extremely low-cost materials, drugs and compound libraries.

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Malononitrile as a Key Reagent in Multicomponent Reactions for the Synthesis of Pharmaceutically Important Pyridines

Cited by 20 publications

References 0 publications

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

The reductive decyanation reaction: an overview and recent developments

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

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Malononitrile as a Key Reagent in Multicomponent Reactions for the Synthesis of Pharmaceutically Important Pyridines

Cited by 20 publications

References 0 publications

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)&mdash;The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)&mdash;The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

The reductive decyanation reaction: an overview and recent developments

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

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Product

Resources

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Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules

Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)—The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules