2-Pyridones as a New Photochemically Stable Structural Design for the Off-Resonant Optical Kerr Effect

Abstract

We report on the development of new 2‐pyridones as an efficient means to avoid the photochemical instability often encountered in organic third‐order nonlinear optical materials. Several push–pull molecules with this particular non‐aromatic heterocycle as a spacer between different donor and acceptor groups have been easily synthesized. The good transmitter behavior of the pyridonic ring is demonstrated and picosecond infrared single‐shot Z‐scan measurements performed in solution show the ability of these molecules to exhibit a stable and off‐resonant optical Kerr effect. A polymer based on this structural design has also been developed.

Metal-Free Cascade Formation of C–C and C–N Bond for the Construction of 3-Cyano-2-Pyridones with Insecticidal Properties

“…2-pyridone is considered a privileged heteroaromatic skeleton endowed with pharmaceutical properties and biological activities [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 ]. They are also widely applicable in organic synthesis, materials science, and polymer chemistry, which are used as valuable building blocks for the synthesis of nitrogen-containing heterocycles like pyridines, quinolizidines, β -lactams, piperidines, and indolizidine alkaloids [ 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 ]. Owing to their multifarious and prominent properties, 2-pyridones often display promising therapeutical areas such as antifungal, anti-HIV, antibacterial, antiepileptic, anti-inflammatory, and antitumoral activities [ 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 ].…”

Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment

“…2-Pyridones are multifaceted compounds that are present in numerous bioactive natural products and pharmaceutical compounds (Gorobets et al, 2004 ; Mijin et al, 2014 ). Despite the availability of several conventional methods to synthesize pyridone derivatives or its use, solvent-free and environmentally safe green approaches are highly demanded as influential procedures from both the economical and synthetic point of view (Burger et al, 2002 ; Wathey et al, 2002 ; Kappe et al, 2008 ; Grundas, 2011 ; Mijin et al, 2014 ; Helmy et al, 2015 ; Poudel et al, 2015 ; Abdellattif et al, 2017 ; Hagar et al, 2020b ). Pyridone derivatives also emerged as valuable building blocks for the synthesis of bioactive natural products as well as a versatile synthon for the synthesis of diverse nitrogen-containing heterocyclic compounds like β-lactams, indolizidine alkaloid, quinolizidines, and piperidines (Burger et al, 2002 ; Potewar et al, 2008 ).…”

Eco-friendly synthesis of diverse and valuable 2-pyridones by catalyst- and solvent-free thermal multicomponent domino reaction

“…1 These pyridone-based molecules have shown a broad range of biological properties such as antifungal, 2 anti-HIV, 3 antitumoral, 4 anti-hepatitis B, 5 MEK-1 inhibitors, 6 receptor tyrosine kinase c-Kit inhibitors, 7 anaplastic lymphoma kinase inhibitors, 8 antimycobacterium tuberculosis agents, 9 human rhinovirus 3C proteases 10 and anti Pim-1 kinase activities. 13 They are also used as a versatile synthon for the synthesis of a variety of other nitrogen-containing heterocyclic compounds like β-lactams, quinolizidines, pyridines, piperidines, and indolizidine alkaloids. 13 They are also used as a versatile synthon for the synthesis of a variety of other nitrogen-containing heterocyclic compounds like β-lactams, quinolizidines, pyridines, piperidines, and indolizidine alkaloids.…”

“…11 In addition, 2-pyridone derivatives are widely used as valuable building blocks for the synthesis of bioactive natural products 12 and functional materials. 13 They are also used as a versatile synthon for the synthesis of a variety of other nitrogen-containing heterocyclic compounds like β-lactams, quinolizidines, pyridines, piperidines, and indolizidine alkaloids. 14 Several synthetic methods have been developed for the synthesis of 2-pyridones and their derivatives because of their importance and utility.…”