An efficient catalytic method is presented for the hydrogenation of N-heterocycles. The iridium-based catalyst operates under mild conditions in water without any co-catalyst or stoichiometric additives. The catalyst also promotes the reverse reaction of dehydrogenation of N-heterocycles, hence displaying appropriate characteristics for a future hydrogen economy based on liquid organic hydrogen carriers (LOHCs).
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/cssc.201900626 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Synthesis of Polysubstituted Benzo[][1,5]naphthyridine via Mn(III)-Mediated Domino Cascade Reactions of Cyclopropanols and 2-(2-Isocyanophenyl)acetonitriles.
Org Lett
January 2025
Institute of Next Generation Matter Transformation, College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian 361021, China.
Domino cascade reactions, which can construct multiple bonds in one pot, are efficient methods to synthesize N-heterocycles and other useful skeletons. Herein, we report an expedient synthesis of polysubstituted benzo[][1,5]naphthyridine via Mn(III)-mediated C-C bond cleavage of cyclopropanols. These reactions were initiated by addition of β-carbonyl radicals, generated from cyclopropyl alcohols in the presence of Mn(III), to 2-(2-isocyanophenyl)acetonitriles to give quinolin-3-amines, which went through intramolecular cyclizations and dehydrogenation to give the final products.
View Article and Find Full Text PDFLigand Assisted Co(II)-Catalyzed Multicomponent Synthesis of Substituted Pyrroles and Pyridines.
Chem Asian J
December 2024
Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur Botanic Garden, Howrah, 711103, India.
Herein, we describe a sustainable Co(II)-catalyzed synthesis of pyrroles and pyridines. Using a Co(II)-catalyst [Co (L)Cl] (1 a) bearing redox-active 2-(phenyldiazenyl)-1,10-phenanthroline) (L) scaffold, various substituted pyrroles and pyridines were synthesized in good yields, taking alcohol as one of the primary feedstock. Pyrroles were synthesized by the equimolar reaction of 2-amino and secondary alcohols.
View Article and Find Full Text PDFReusable Ni-Immobilized MOF Catalyst for Dehydrogenation of N-Heterocycles Under Milder Conditions.
Chemistry
December 2024
Department of Chemistry, Laboratory of Catalysis and Organic Synthesis, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand, 247667, India.
Herein, we have demonstrated the design and synthesis of a novel Ni-immobilized MOF as heterogeneous catalyst for the dehydrogenation of N-heterocycles. A series of five and six-membered N-heteroarenes bearing one or more heteroatoms were synthesized in up to 98 % yield (>33 examples). Late stage functionalization to the synthesis of β-glucuronides inhibitor, antimalarial drug quinine, and the nonsteroidal anti-inflammatory drug (NSAID) indomethacin were obtained under milder reactions conditions.
View Article and Find Full Text PDFAn NNN Pd(II) pincer complex with 1,1-diaminoazine: a versatile catalyst for acceptorless dehydrogenative coupling reactions.
Org Biomol Chem
January 2025
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S. A. S. Nagar, Punjab 160062, India.
An azine-based, non-palindromic, neutral NNN-pincer ligand was synthesised in a single step with an yield of 85%. The palladation of the ligand, using Pd(OAc), was performed in acetonitrile at room temperature to obtain the pincer complex in 88% yield through a simple, cost-effective, and straightforward synthetic procedure. The structure of the complex was confirmed by H NMR, C NMR, FT-IR, and mass spectrometry.
View Article and Find Full Text PDFA Catalytic Version of the Knorr Pyrrole Synthesis Permits Access to Pyrroles and Pyridines.
J Am Chem Soc
November 2024
Lehrstuhl Anorganische Chemie II - Katalysatordesign, Sustainable Chemistry Centre, Universität Bayreuth, Bayreuth 95440, Germany.
Aromatic -heterocycles, such as pyrroles and pyridines, are important natural products and bulk and fine chemicals with numerous applications as active ingredients of pharmaceuticals and agrochemicals, as catalysts, and in materials sciences. We report here a catalytic version of the Knorr pyrrole synthesis in which simple and diversely available starting materials, such as 1,2-amino alcohols or 1,3-amino alcohols and keto esters, undergo a dehydrogenative coupling to form pyrroles and pyridines, respectively. Our reaction forms hydrogen as a collectible (and usable) byproduct and is mediated by a well-defined Mn catalyst.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!