Catalysts

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Special Issue Editors

Prof. Dr. Thomas J. J. Müller

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Guest Editor

Heinrich-Heine-University Düsseldorf Institute of Organic and Macromolecular Chemistry I 40225 Düsseldorf
Interests: functional chromophores, electrophores, and pharmacophores; heterocyclic chemistry; diversity-oriented synthesis; multicomponent reactions; sequential catalysis

Prof. Dr. Eelco Ruijter

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Guest Editor

Department of Chemistry and Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands
Interests: novel cascade reactions; transition metal catalysis; asymmetric synthesis; applications in the synthesis of pharmaceutically relevant heterocycles and natural product analogs

Special Issue Information

Dear Colleagues,

The advent of metal catalysis has provided a fascinating tool for significantly facilitating the synthesis of complex and functional molecules as well as natural products. In particular, the broad tolerance for many polar functional groups has set the stage for going beyond simple ligation by forming a single bond between two reactants. Therefore, metal catalysis has opened new avenues to one-pot processes, where all elementary steps proceed in the same reaction vessel. Among these one-pot reactions are multicomponent and domino reactions as well as metal-catalyzed cascade reactions. This Special Issue aims to offer a stage for sharing and discussing recent results from your laboratories on this fascinating synthetic strategy. Furthermore, it will stimulate the scientific community to further develop the concept.

We look forward to receiving your esteemed contributions to this Special Issue.

Prof. Dr. Thomas J. J. Müller
Prof. Dr. Eelco Ruijter
Guest Editors

Manuscript Submission Information

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Keywords

cascade reactions
consecutive sequences
domino reactions
multicomponent reactions
one-pot reactions
sequential catalysis

Published Papers (3 papers)

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Research

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14 pages, 4246 KiB

Open AccessArticle

Palladium-Catalyzed Domino Cycloisomerization/Double Condensation of Acetylenic Acids with Dinucleophiles

by Nerea Conde, María Teresa Herrero, Garazi Urgoitia and Raul SanMartin

Catalysts 2022, 12(2), 127; https://doi.org/10.3390/catal12020127 - 21 Jan 2022

Cited by 3 | Viewed by 2614

Abstract

Metal-catalyzed cascade processes based on hydrofunctionalization of alkynes are receiving much more attention because of their potential to provide advantageous approaches to otherwise synthetically challenging compounds. An alternative catalyst system has been found for the domino cycloisomerization/cyclocondensation reaction involving acetylenic acids and heterodinucleophiles. A CNN pincer palladium(II) complex, acting as a homogeneous catalyst, provides the corresponding polyheterocycles with a higher substrate/catalyst ratio. Other palladium sources were also tested and discarded, and a number of mechanistic studies including poisoning assays, kinetic plots, TEM images, XRD spectra and UPLC-MS analysis of reaction intermediates were conducted in order to shed light on the role of this pincer catalyst and the catalytic cycle involved in the cascade reaction. As a result, a more nuanced mechanism is tentatively proposed. Full article

(This article belongs to the Special Issue Metal-Catalyzed Processes in One-Pot Syntheses of Heterocycles)

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Review

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21 pages, 10827 KiB

Open AccessReview

Ru-Catalyzed One-Pot Synthesis of Heterocyclic Backbones

by Vaezeh Fathi Vavsari, Mehri Seyed Hashtroudi and Saeed Balalaie

Catalysts 2023, 13(1), 87; https://doi.org/10.3390/catal13010087 - 1 Jan 2023

Cited by 2 | Viewed by 1769

Abstract

Ruthenium complexes are remarkable catalysts for the C–H activation approaches and organic transformations. Combining a Ru-catalyst with oxidants and other additives in a one-pot process is considered a sustainable approach due to the reduction in reaction steps and the minimal usage of solvents during synthesis, work-up, isolation of chemicals, and purification of the products. This review highlights the ruthenium-catalyzed organic transformations in a one-pot manner to achieve heterocyclic backbones, including indoles, benzofurans, indazoles, pyrans, pyrimidines, quinolines, and isoquinolines. Full article

(This article belongs to the Special Issue Metal-Catalyzed Processes in One-Pot Syntheses of Heterocycles)

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Graphical abstract

29 pages, 21117 KiB

Open AccessFeature PaperReview

Heterocycles by Consecutive Multicomponent Syntheses via Catalytically Generated Alkynoyl Intermediates

by Jonas Niedballa and Thomas J. J. Müller

Catalysts 2022, 12(1), 90; https://doi.org/10.3390/catal12010090 - 13 Jan 2022

Cited by 13 | Viewed by 2053

Abstract

Multicomponent processes are beneficial tools for the synthesis of heterocycles. As densely substituted bifunctional electrophiles, ynones are essential intermediates by applying cyclocondensations or cycloadditions in numerous heterocycle syntheses. The respective alkynoyl intermediates are generally accessible by palladium-, copper- and palladium/copper-catalyzed alkynylation. In turn, the mild reaction conditions allow for a fast and versatile entry to functional heterocycles in the sense of consecutive multicomponent processes. This review collates and presents recent advances in accessing thirteen heterocycle classes and their applications by virtue of catalytic alkynoyl generation in diversity-oriented multicomponent syntheses in a one-pot fashion. Full article

(This article belongs to the Special Issue Metal-Catalyzed Processes in One-Pot Syntheses of Heterocycles)

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