One-pot multi-component synthesis of diverse bioactive heterocyclic scaffolds involving 6-aminouracil or its <i>N</i>-methyl derivatives as a versatile reagent

Singh, R. Arvind; Kaur, Baljit; Sharma, Aditi; Priya, Anu; Kaur, Manmeet; Shamim, Mussarat; Banerjee, Bubun

doi:10.1515/psr-2021-0098

Cited by 2 publications

(1 citation statement)

References 60 publications

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“…Among other uracil derivatives, 6-amino substituted uracils have been extensively used to prepare various biological active heterocyclic scaffolds (Figure 4). 6 As an anti-neoplastic agent, uracil itself has been used in combination with tegafur (a chemotherapeutic prodrug of 5-fluorouracil) to treat various cancers, including breast, prostate, and liver cancer. 7 Very recently, Ramesh et al 8 synthesized a series of bis-uracil substituted aryl methylene derivatives.…”

Section: Introductionmentioning

confidence: 99%

Mandelic acid catalyzed one-pot pseudo three-component synthesis of various trisubstituted methane derivatives at room temperature

Banerjee¹,

Singh²,

Sharma³

et al. 2022

Arkivoc

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A simple, mild, eco-friendly, general and convenient approach has been developed for the synthesis of various trisubstituted methane derivatives via one-pot pseudo three-component reactions between one equivalent of aromatic aldehydes and two equivalents of 6-amino-uracils or dimedone respectively using a catalytic amount of mandelic acid as a low cost, commercially available, efficient organo-catalyst in aqueous ethanol at room temperature.

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Section: Introductionmentioning

confidence: 99%

Mandelic acid catalyzed one-pot pseudo three-component synthesis of various trisubstituted methane derivatives at room temperature

Banerjee¹,

Singh²,

Sharma³

et al. 2022

Arkivoc

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Glycine Catalyzed One-Pot Three-Component Synthesis of Structurally Diverse 2-Amino Substituted Pyran Annulated Heterocycles in Aqueous Ethanol under Refluxed Conditions

Banerjee

Kaur

Sharma

et al. 2022

CGC

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INTRODUCTION: A facile, convenient and general method has been developed for the one-pot three-component synthesis of structurally diverse 2-amino pyran annulated heterocycles from the reactions of aromatic aldehydes, malononitrile and various C-H activated acids in the presence of a catalytic amount of glycine as an efficient metal-free organocatalyst in aqueous ethanol under refluxed conditions. METHOD: Using this developed protocol, we were able to synthesize a series of structurally diverse 2-amino pyran derivatives viz., 2-amino-4,5-dihydropyrano[3,2-c]chromenes, 2-amino-4,5-dihydropyrano[4,3-b]pyrans, 2-amino-5,6,7,8-tetrahydro-4H-chromenes, 2'-amino-2,5'-dioxo-5'H-spiro[indoline-3,4'-pyrano[3,2-c]chromene]-3'-carbonitrile and 2'-amino-1,3,5'-trioxo-1,3-dihydro-5'H-spiro[indene-2,4'-pyrano[3,2-c]chromene]-3'-carbonitrile in excellent yields. RESULT: Synthesis of biologically promising pyrans and spiropyrans, high atom economy, excellent yields, use of metal-free catalyst, less toxic solvents, no chromatographic column purifications, multiple carbon-carbon and carbon-heteroatom bond formations are some of the major advantages of this newly developed protocol.

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One-pot multi-component synthesis of diverse bioactive heterocyclic scaffolds involving 6-aminouracil or its N-methyl derivatives as a versatile reagent

Abstract: The present review summarizes all the multi-component reaction strategies reported during last two decades for the synthesis of diverse bioactive heterocyclic scaffolds involving 6-aminouracil or its N-methyl derivatives.

Cited by 2 publications

References 60 publications

Mandelic acid catalyzed one-pot pseudo three-component synthesis of various trisubstituted methane derivatives at room temperature

Mandelic acid catalyzed one-pot pseudo three-component synthesis of various trisubstituted methane derivatives at room temperature

Glycine Catalyzed One-Pot Three-Component Synthesis of Structurally Diverse 2-Amino Substituted Pyran Annulated Heterocycles in Aqueous Ethanol under Refluxed Conditions

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