A one-pot synthesis 3-alkoxycarbonyl-3,4-dihydro-2H-pyran-2-ones from vinylidene melderum’s acids, dialkyl acetylenedicarboxylates, and simple alcohols

Khandan, Samira; Yavari, Issa; Azizian, Javad

doi:10.1007/s11030-022-10407-7

Cited by 14 publications

(2 citation statements)

References 26 publications

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“…In 2022, Yavari and et al could reach to 3-alkoxycarbonyl-3,4-dihydro-2H-pyran-2-ones 110 through intermolecular hetero-Diels-Alder reaction between vinylidene Melderum's acids 108 and dialkyl acetylenedicarboxylates 1, in the presence of simple alcohols 109 at room temperature(Scheme 45). [74]…”

Section: Chemistryselectmentioning

confidence: 99%

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

2022

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Dialkyl acetylenedicarboxylates (DAAD) are the class of acetylenic compounds that are broadly used in organic synthesis in a noticeable quantity. Their wide application has made them an important moiety in heterocyclic compounds and drug discovery programs. Dialkyl acetylenedicarboxylate is a di-ester in which the ester groups are conjugated with a carbon-carbon triple bond. As such, the molecule is very electrophilic, and is broadly used as a dienophile in various cycloaddition reactions, for example the Diels-Alder reaction. In addition, it is a strong Michael acceptor. Due the importance of dialkyl acetylenedicarboxylate in organic synthesis, we are trying to show the applications of this compound in the synthesis of different heterocycles using multicomponent reactions. In this review, we show recent advances (2016)(2017)(2018)(2019)(2020)(2021)(2022) for the synthesis of various heterocycles that have different ring sizes (five, six and seven membered, Spiro and fused heterocycles), using DAAD via multicomponent reactions.

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Section: Chemistryselectmentioning

confidence: 99%

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

2022

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“…Very recently, we have reported the synthesis of cis-isoquinolinic acids [42], spiropyrroloindole [43], trichloro isatins [44], and dihydro-2H-pyran [45] via multicomponent condensation. In line with this design, we have put forwarded the four-component one-pot preparation of some new spiro[imidazo[1,2a]pyridine-7,3'-indole]-2',5(1'H,6H)-dione.…”

Section: Introductionmentioning

confidence: 99%

KAl(SO4)2.12H2O (Alum) Reusable An Efficacious Heterogeneous Catalyst for the One-Pot Synthesis of Some New spiro[imidazo[1,2-a]pyridine-7,3'-indole]-2',5(1'H,6H)-dione Derivatives

Khatibshad,

Azizian,

Mohammadi

2023

Preprint

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Cu@Fe₃O₄/SiO₂@MWCNTs promoted green synthesis of novel bis‐1,4‐dihydropyridines and evaluation of biological activity

Azizi,

Amiri,

Ghambarian

et al. 2024

Applied Organom Chemis

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This study examined the investigation of one‐pot multicomponent reactions of actylacetone, 4‐hydroxy‐3‐methoxybenzaldehyde, primary amines, and activated acetylenic compounds in an aqueous medium at room temperature in the presence of catalytic amounts of Cu@Fe3O4/SiO2@MWCNTs. The responses that were employed As a result, high‐yielding bis‐1,4‐dihydropyridines and other novel compounds can be produced. Diphenyl‐picrylhydrazine (DPPH) radical trapping is being used in this field of study to examine the antioxidant characteristics of some bis‐1,4‐dihydropyridines that are produced. Scholarly research now underway has concentrated on examining the antibacterial characteristics of chemical substances that have been produced. The bis‐1,4‐dihydropyridines was synthesized by an experimental procedure that demonstrated several notable features, such as rapid reaction kinetics, substantial product yields, and effortless separation of the catalyst from the reaction mixture.

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A one-pot synthesis 3-alkoxycarbonyl-3,4-dihydro-2H-pyran-2-ones from vinylidene melderum’s acids, dialkyl acetylenedicarboxylates, and simple alcohols

Cited by 14 publications

References 26 publications

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

KAl(SO4)2.12H2O (Alum) Reusable An Efficacious Heterogeneous Catalyst for the One-Pot Synthesis of Some New spiro[imidazo[1,2-a]pyridine-7,3'-indole]-2',5(1'H,6H)-dione Derivatives

Cu@Fe₃O₄/SiO₂@MWCNTs promoted green synthesis of novel bis‐1,4‐dihydropyridines and evaluation of biological activity

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A one-pot synthesis 3-alkoxycarbonyl-3,4-dihydro-2H-pyran-2-ones from vinylidene melderum’s acids, dialkyl acetylenedicarboxylates, and simple alcohols

Cited by 14 publications

References 26 publications

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

KAl(SO4)2.12H2O (Alum) Reusable An Efficacious Heterogeneous Catalyst for the One-Pot Synthesis of Some New spiro[imidazo[1,2-a]pyridine-7,3'-indole]-2',5(1'H,6H)-dione Derivatives

Cu@Fe3O4/SiO2@MWCNTs promoted green synthesis of novel bis‐1,4‐dihydropyridines and evaluation of biological activity

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Cu@Fe₃O₄/SiO₂@MWCNTs promoted green synthesis of novel bis‐1,4‐dihydropyridines and evaluation of biological activity