Multicomponent Synthesis of Heterocycles

Marques, Cristina; Carreiro, Elisabete P.; Teixeira, António P. S.

doi:10.1002/9783527832002.ch7

Cited by 3 publications

(2 citation statements)

References 261 publications

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“…72 Moreover, the significance of the Asinger, Bucherer−Bergs, and Hantzsch reactions for heterocyclic chemistry may inspire the synthesis of COFs containing heterocyclic blocks. 73 The further exploitation of these ancient name reactions can considerably expand the scope of COF linkages and thus promote the formation of COFs with unprecedented robustness and functionality, significantly increasing the COF structural diversity. MCRs are expected to generate COFs with complex topologies and pore environments.…”

Section: Summary and Further Challengesmentioning

confidence: 99%

“…The Willgerodt–Kindler reaction may be used to produce thioamide-linked COFs from carefully designed symmetrical starting materials with multiple reactive sites . Moreover, the significance of the Asinger, Bucherer–Bergs, and Hantzsch reactions for heterocyclic chemistry may inspire the synthesis of COFs containing heterocyclic blocks . The further exploitation of these ancient name reactions can considerably expand the scope of COF linkages and thus promote the formation of COFs with unprecedented robustness and functionality, significantly increasing the COF structural diversity.…”

Section: Summary and Further Challengesmentioning

confidence: 99%

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Construction of Covalent Organic Frameworks via Multicomponent Reactions

2023

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Multicomponent reactions (MCRs) combine at least three reactants to afford the desired product in a highly atomeconomic way and are therefore viewed as efficient one-pot combinatorial synthesis tools allowing one to significantly boost molecular complexity and diversity. Nowadays, MCRs are no longer confined to organic synthesis and have found applications in materials chemistry. In particular, MCRs can be used to prepare covalent organic frameworks (COFs), which are crystalline porous materials assembled from organic monomers and exhibit a broad range of properties and applications. This synthetic approach retains the advantages of small-molecule MCRs, not only strengthening the skeletal robustness of COFs, but also providing additional driving forces for their crystallization, and has been used to prepare a series of robust COFs with diverse applications. The present perspective article provides the general background for MCRs, discusses the types of MCRs employed for COF synthesis to date, and addresses the related critical challenges and future perspectives to inspire the MCR-based design of new robust COFs and promote further progress in this emerging field.

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Section: Summary and Further Challengesmentioning

confidence: 99%

Section: Summary and Further Challengesmentioning

confidence: 99%

Construction of Covalent Organic Frameworks via Multicomponent Reactions

2023

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[BCMIM][Cl] ionic liquid catalyzed diastereoselective synthesis of β‐amino ketones via facile, one‐pot, multicomponent Mannich reaction under solvent‐free condition

Mohurle,

Pasuparthy

et al. 2023

Journal of Heterocyclic Chem

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In this work, by utilizing 6 mol% of 1,3‐bis(carboxymethyl)imidazolium chloride [BCMIM][Cl] ionic liquid as a catalyst, a highly effective diastereoselective one‐pot multicomponent Mannich reaction has been established. The three components, namely, cyclohexanone, substituted aromatic aldehydes, and substituted aromatic amines, underwent the Mannich reaction efficiently under the solvent‐free condition at room temperature in the presence of 6 mol% [BCMIM][Cl] catalyst to afford the desired β‐amino ketones. Excellent diastereoselectivity, rapid reaction times, high yields, and no purification by column chromatography are the key characteristics of this process. All synthesized derivatives were thoroughly characterized and confirmed using 1H NMR, 13C NMR, and Fourier‐transform infrared spectral methods. Moreover, the catalytic activity of the [BCMIM][Cl] ionic liquid catalyst was maintained after being reprocessed and used three times.

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