β-C(sp)-H functionalization on the 'privileged' piperazine nucleus has been disclosed using ruthenium catalysis. The ruthenium catalyzed synthesis of a variety of piperazine fused indoles from ortho-piperazinyl (hetero)aryl aldehydes is presented. This transformation takes place via the dehydrogenation of piperazine followed by an intramolecular nucleophilic addition of the transient enamine moiety onto the carbonyl group and aromatization cascade.
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http://dx.doi.org/10.1039/c7cc05604d | DOI Listing |
Chemistry
January 2025
Manchester Interdisciplinary Biocentre: The University of Manchester Manchester Institute of Biotechnology, Biotechnology and chemical engineering, UNITED KINGDOM OF GREAT BRITAIN AND NORTHERN IRELAND.
Hypohalites are commonly generated in biological systems, mostly with functions related to defense and immune system response. These hypohalites can bind to metal centers and are known for their strong oxidizing properties that play crucial roles in various biological processes. Herein, we report the synthesis, characterization and reactivity of novel biomimetic Ru(III)-hypochlorite complexes and focus the work on the electronic effects associated with the incorporation of methyl groups in a pentadentate ligand framework in an asymmetric fashion.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Shaanxi Normal University, School of Materials and Energy, xian, CHINA.
Electrocatalytic urea synthesis from carbon dioxide (CO2) and nitrate (NO3-) offers a promising alternative to traditional industrial methods. However, current catalysts face limitations in the supplies of CO* and Nrelated* intermediates, and their coupling, resulting in unsatisfactory urea production efficiency and energy consumption. To overcome these challenges, we carried out tandem electrosynthesis approach using ruthenium dioxide-supported palladium-gold alloys (Pd2Au1/RuO2).
View Article and Find Full Text PDFJ Org Chem
January 2025
Graduate School of Science, Nagoya University, Nagoya 464-8602, Japan.
During the recent development of machine-learning (ML) methods for organic synthesis, the value of "failed experiments" has increasingly been acknowledged. Accordingly, we have developed an exhaustive database comprising 300 entries of experimental data obtained by performing ruthenium-catalyzed hydrogenation reactions using 10 ketones as substrates and 30 phosphine ligands. After evaluating the predictive performance of ML models using the constructed database, we conducted a virtual screening of commercially available phosphine ligands.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Department of Chemistry, University of Texas at Austin, Austin 78712, Texas, United States.
Chem Sci
December 2024
Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, College of Chemistry and Chemical Engineering, Hubei University Wuhan 430062 P. R. China
The prevalence of naphthalene compounds in biologically active natural products, organic ligands and approved drugs has motivated investigators to develop efficient strategies for their selective synthesis. C-H functionalization of naphthalene has been frequently deployed, but mainly involves two-component reactions, while multiple-component C-H functionalization for the synthesis of naphthalene compounds has thus far proven elusive. Herein, we disclose a versatile three-component protocol for the modular synthesis of multifunctional naphthalenes from readily available simple naphthalenes, olefins and alkyl bromides P(iii)-assisted ruthenium-catalyzed remote C-H functionalization.
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