65182-53-8

Upstream product

• 7521-41-7 2-Aminonicotinaldehyde 
• 25855-99-6 1-(4-methylphenyl)-3-phenyl-1,3-propanedione 
• 122-00-9 para-methylacetophenone 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 23612-57-9 (2-amino-3-pyridinyl)methanol 

Relevant academic research and scientific papers

Catalytic activity in transfer hydrogenation using ruthenium (II) carbonyl complexes containing two 1,8-naphthyridine as N-monodentate ligands

A new series of novel complexes of type cis-[Ru(CO)2Cl2(L)2], L = 2-phenyl-1,8-naphthyridine, 2-(4′-nitrophenyl)-1,8-naphthyridine, 2-(4′-bromophenyl)-1,8-naphthyridine, 2-(4′-methylphenyl)-1,8-naphthyridine, 2-(3′-methoxyphenyl)-1,8-naphthyridine, 2-(2′-methoxyphenyl)-1,8-naphthyridine and 2-(4′-methoxyphenyl)-1,8-naphthyridine have been successfully synthesized and characterized. We found that the complexes can be directly synthesized from [RuCl2(CO)2]2 with high yield. The crystallographic structures of complex cis-[RuCl2(CO)2(2-(4′-methoxyphenyl)-1,8-naphthyridine-κN8)2] and cis-[RuCl2(CO)2(2-(2′-methoxyphenyl)-1,8-naphthyridine-κN8)2] have been established by X-ray single crystal diffraction studies, which indicate an octahedral geometry with two 1,8-naphthyridine ligands coordinated to the metal in a N-monodentate fashion. The ruthenium(II) complexes have been studied as catalysts in the transfer hydrogenation of acetophenone. We found that complexes show moderate activities and a 100% selectivity. The best turnover frequency (390 h?1) is found for cis-[RuCl2(CO)2(2-(4′-methoxyphenyl)-1,8-naphthyridine-κN8)2] when the substrate/catalysis ratio was 1000/1. The catalytic conditions were optimized using different substrate/catalyst and base/catalyst ratios.

Transition metal-free α-methylation of 1,8-naphthyridine derivatives using DMSO as methylation reagent

A practical approach to the direct α-methylation of 1,8-naphthyridines under mild reaction conditions has been developed using simple and readily available DMSO as a convenient and environmentally friendly carbon source. This method is transition metal-free and highly chemoselective, shows good functional group tolerance, and uses DMSO as a methyl source, providing efficient and rapid access to an important compound class, 2-methyl-1,8-naphthyridines.

Direct Access to Nitrogen Bi-heteroarenes via Iridium-Catalyzed Hydrogen-Evolution Cross-Coupling Reaction

Through cooperative actions of iridium catalyst and NaOTf additive we report a new direct access to nitrogen bi-heteroarenes via hydrogen-evolution cross-coupling of the β-site of indoles/pyrrole with the α-site of N-heteroarenes. The reaction proceeds in an atom- and redox-economic fashion together with the merits of an easily available catalyst system, broad substrate scope, excellent functional tolerance, and no need for external oxidants, offering a practical way to create π-conjugated systems.

Ruthenium-Catalyzed Enantioselective Hydrogenation of 1,8-Naphthyridine Derivatives

The first asymmetric hydrogenation of 2,7-disubstituted 1,8-naphthyridines catalyzed by chiral cationic ruthenium diamine complexes has been developed. A wide range of 1,8-naphthyridine derivatives were effectively hydrogenated to give 1,2,3,4-tetrahydro-1,8-naphthyridines with up to 99% ee and full conversions. The method provides a practical and facile approach to the preparation of valuable chiral heterocyclic building blocks and useful motifs for a new kind of P,N-ligand.

Ruthenium-Catalyzed Straightforward Synthesis of 1,2,3,4-Tetrahydronaphthyridines via Selective Transfer Hydrogenation of Pyridyl Ring with Alcohols

Through a ruthenium-catalyzed selective hydrogen transfer coupling reaction, a novel straightforward synthesis of 1,2,3,4-tetrahydronaphthyridines from o-aminopyridyl methanols and alcohols has been developed. The synthetic protocol proceeds in an atom- a

Microwave assisted synthesis of 1,8- naphthyridines

A highly efficient and practical methodology for the synthesis of 2-aryl-1.8-naphthyridines 3 is described starting from 2-aminonicotinaldehyde 1 and various acetophenones under microwave conditions.

Substituted 1,8-Naphthyridines: Part VI - Synthesis of 3-Aroyl-2-phenyl-1,8-naphthyridines

The condensation of 2-aminonicotinaldehyde (1) with ω-benzoylacetophenones (2) leads to either 3-aroyl-2-phenyl-1,8-naphthyridines (3) in the presence of gl. acetic acid containing a catalytic amount of conc.H2SO4, or to 2-aryl-1,8-naphthyridines (4) in e