Catalysis in Heterocyclic and Organometallic Synthesis, 3rd Edition

A special issue of Catalysts (ISSN 2073-4344). This special issue belongs to the section "Catalysis in Organic and Polymer Chemistry".

Deadline for manuscript submissions: closed (10 December 2024) | Viewed by 2138

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Institute of Chemistry, Faculty of Science, Eötvös Loránd University (ELTE), Pázmány Péter sétány 1/A, 1117 Budapest, Hungary
Interests: heterocyclic chemistry; organometallic chemistry of transition metals; NMR spectroscopy; stereochemistry; reaction mechanism; molecular modeling; antiproliferative compounds; cross coupling reactions; organocatalysis
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Special Issue Information

Dear Colleagues,

Following the second successful Special Issue on this topic (available here), we are happy to announce a third edition titled “Catalysis in Heterocyclic and Organometallic Synthesis, 3rd Edition”.

In recent decades, diverse methods of catalysis, including transition metal catalysis, organocatalysis, their homogenous and heterogenous versions, as well as biocatalysis, have witnessed an extremely rapid development in a variety of chemical transformations utilized in the chemical, fuel, pharmaceutical and agricultural industries to afford a wide range of products having an impact on daily life. As a result of intensive research, a number of well-established concepts and tools are now available to obtain a deeper insight into the mechanisms of catalytic reactions allowing the development of more and more sophisticated fine-tunable catalytic systems and conditions capable of governing the elementary steps of a multistep transformation to proceed via a rationally designed pathway. Although in the chemistry of heterocyclic and organometallic compounds, representing two large and partly overlapping domains of chemical research, the most efficient, robust, and often environmentally benign synthetic strategies are based on catalysis, there is a constant need to develop further superior systems of higher catalytic activity and specificity and to elaborate the catalytic versions of extensively used stoichiometric organic syntheses with particular regards to asymmetric transformations. In addition to the elaboration and utilization of novel synthetic procedures, in the submitted papers, the structure–reactivity relationships and mechanism of catalytic transformations are also expected to be placed in particular focus, since for the development and design of novel catalytic systems, there is a constant need to obtain deeper insight into catalytic processes.

Prof. Dr. Antal Csampai
Guest Editor

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Keywords

  • heterocyclic synthesis
  • synthesis of organometallics
  • metal catalysis
  • organocatalysis
  • biocatalysis
  • chemoselective transformations
  • asymmetric synthesis
  • catalytic annulation reactions
  • enantioselective syntheses
  • reaction mechanism

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Published Papers (3 papers)

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Research

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14 pages, 3491 KiB  
Article
Selective Synthesis of Isoquinoline-1-Carboxamides via Palladium-Catalyzed Aminocarbonylation in DMF and Biomass-Derived Solvents
by László Kollár, Nuray Uzunlu Ince, Alexandra Zugó, Ágnes Dörnyei and Attila Takács
Catalysts 2025, 15(1), 78; https://doi.org/10.3390/catal15010078 - 15 Jan 2025
Viewed by 494
Abstract
In this study, the palladium-catalyzed aminocarbonylation of 1-iodoisoquinoline was accomplished in the presence of various amines. While the reactions with simple primary and secondary amines were carried out by using the well-known Pd(OAc)2/PPh3 catalyst, the application of amines with lower [...] Read more.
In this study, the palladium-catalyzed aminocarbonylation of 1-iodoisoquinoline was accomplished in the presence of various amines. While the reactions with simple primary and secondary amines were carried out by using the well-known Pd(OAc)2/PPh3 catalyst, the application of amines with lower basicity (e.g., aromatic amines) or more difficult structures (e.g., amino acid methyl esters, nortropine, diethyl (α-aminobenzyl)phosphonate) required the use of bidentate XantPhos ligand to achieve complete conversion in short reaction time (2–8 h). In this way, several valuable isoquinoline-1-carboxamides were synthesized in chemoselective carbonylation and isolated in good to high yields (55–89%). Furthermore, the aminocarbonylation of the model compound in the presence of several amines was also investigated in three biomass-derived solvents (GVL, ethyl levulinate, and 2-MeTHF). After comparing the outcome of the reactions in DMF and the above green solvents, similar reactivity was observed, justifying that they could be considered a feasible alternative reaction medium. Full article
(This article belongs to the Special Issue Catalysis in Heterocyclic and Organometallic Synthesis, 3rd Edition)
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Review

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17 pages, 6702 KiB  
Review
Recent Advances in the Synthesis of Substituted Polyacetylenes
by Wladislaw Pisetsky and Thomas J. J. Müller
Catalysts 2025, 15(1), 50; https://doi.org/10.3390/catal15010050 - 8 Jan 2025
Viewed by 543
Abstract
Recent developments in the synthesis of substituted polyacetylenes have considerably benefitted from advancements in organometallic catalysis; however, most important developments rely on the advent of Rh-catalyzed living polymerizations. The latter not only allow the tailoring of well-defined degrees of polymerization with low and [...] Read more.
Recent developments in the synthesis of substituted polyacetylenes have considerably benefitted from advancements in organometallic catalysis; however, most important developments rely on the advent of Rh-catalyzed living polymerizations. The latter not only allow the tailoring of well-defined degrees of polymerization with low and narrow polydispersity but also enable access to stereochemical well-defined cis-transoidal polymers with a helical structure. These novel polymers open new avenues for application in photonics and electronics. Rh-catalyzed living polymerizations are mild and concise metal-catalyzed polymer syntheses that not only allow for the decoration of sidechains with multiple functionalities, including chiral units, but also enable enantioselective induction of helical chirality, memory of chirality, well-defined copolymerization, and end-group functionalization at both termini. This review summarizes recent developments in metal-catalyzed syntheses of substituted polyacetylenes, with a special focus on Rh-catalyzed living polymerizations. Full article
(This article belongs to the Special Issue Catalysis in Heterocyclic and Organometallic Synthesis, 3rd Edition)
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21 pages, 7077 KiB  
Review
Transition-Metal-Catalyzed C(sp3)–H Alkylation of Methyl Heteroarenes with Alcohols
by Bin Guo, Jing Zhang, Lin He, Xin-Yuan Zhou, Kai-Wen Xing, David J. Young and Hong-Xi Li
Catalysts 2024, 14(12), 881; https://doi.org/10.3390/catal14120881 - 3 Dec 2024
Viewed by 634
Abstract
Transition-metal-catalyzed C(sp3)-H bond functionalization is a useful transformation for the construction of C–C bonds. A versatile and easy-to-perform protocol in this respect is the C-alkylation of methyl heteroarenes with alcohols using auto-transfer hydrogenative (ATH) reactions. Various transition metal catalysts based on [...] Read more.
Transition-metal-catalyzed C(sp3)-H bond functionalization is a useful transformation for the construction of C–C bonds. A versatile and easy-to-perform protocol in this respect is the C-alkylation of methyl heteroarenes with alcohols using auto-transfer hydrogenative (ATH) reactions. Various transition metal catalysts based on Ir, Pt, Ru, Ni, Co, Fe and Mn have been employed for the construction of chain-elongated alkyl-substituted heterocyclic compounds using this chemistry. Water is the only byproduct and the starting alcohols are less toxic, readily available, more easily handled and more atom-economical substrates than their halogen counterparts. This review details recent advances in this synthetic methodology, describing the scope, reaction mechanism, chemo-selectivity and applications. Full article
(This article belongs to the Special Issue Catalysis in Heterocyclic and Organometallic Synthesis, 3rd Edition)
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