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Keywords = α-alkylidene carbonates

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22 pages, 18236 KiB  
Article
AgNPs Embedded in Porous Polymeric Framework: A Reusable Catalytic System for the Synthesis of α-Alkylidene Cyclic Carbonates and Oxazolidinones via Chemical Fixation of CO2
by Bipasha Banerjee, Pekham Chakrabortty, Najirul Haque, Swarbhanu Ghosh, Mitali Sarkar, Aslam Khan and Sk. Manirul Islam
Catalysts 2023, 13(12), 1467; https://doi.org/10.3390/catal13121467 - 24 Nov 2023
Cited by 9 | Viewed by 2032
Abstract
Porous polymeric frameworks have received great interest over the past few years because of their nonstop growth as crystalline porous polymeric materials connected through covalent bonds and versatile utilities in diverse fields. The production of high-value organic compounds via sustainable and environment-friendly methods [...] Read more.
Porous polymeric frameworks have received great interest over the past few years because of their nonstop growth as crystalline porous polymeric materials connected through covalent bonds and versatile utilities in diverse fields. The production of high-value organic compounds via sustainable and environment-friendly methods is an uphill struggle for researchers. The elegant strategy of using carbon dioxide as a C1 building block is an intriguing platform owing to its non-toxicity, easy accessibility, natural abundance, recyclability, non-flammability, and cheapness. Additionally, CO2 levels are regarded as the main contributor to the greenhouse effect (the most abundant greenhouse gas across the globe) and the aforementioned strategy needs to mitigate CO2 emissions. This present study describes the synthesis of silver nanoparticles (AgNPs) embedded in a porous polymeric framework, a reusable heterogeneous catalyst (recyclable over 5 times), TpMA (MC)@Ag. The synthesized catalyst is characterized by using FT-IR, PXRD, XPS, FE-SEM, TEM, EDAX, TGA DTA, and N2 sorption studies. Additionally, the catalysts can be easily recycled to generate the desired α-alkylidene cyclic carbonates and oxazolidinone compounds under solvent-free conditions. This research demonstrates the potential of nanoporous 2D porous polymeric framework-based materials in the area of catalysis, specially, in CO2 capture and chemical fixation. These findings offer a promising approach for the chemical fixation of CO2 into α-alkylidene cyclic carbonates and oxazolidinones from propargylic alcohols utilizing AgNPs embedded in a 2D catalyst, which functions as a potential heterogeneous catalyst under mild conditions (e.g., solvent-free approach). Full article
(This article belongs to the Special Issue Hollow and Porous Micro-/Nanostructured Materials in Catalysis)
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10 pages, 1329 KiB  
Communication
Chiral Phosphine Catalyzed Allylic Alkylation of Benzylidene Succinimides with Morita–Baylis–Hillman Carbonates
by Chang Liu, Jianwei Sun and Pengfei Li
Molecules 2023, 28(6), 2825; https://doi.org/10.3390/molecules28062825 - 21 Mar 2023
Cited by 4 | Viewed by 2359
Abstract
Owing to their unique chemical properties, α-alkylidene succinimides generally act as versatile synthons in organic synthesis. Compared with well-established annulations, nucleophilic alkylations of α-alkylidene succinimides are very limited. Accordingly, an organocatalytic allylic alkylation of α-benzylidene succinimides with Morita–Baylis–Hillman (MBH) carbonates was established. In [...] Read more.
Owing to their unique chemical properties, α-alkylidene succinimides generally act as versatile synthons in organic synthesis. Compared with well-established annulations, nucleophilic alkylations of α-alkylidene succinimides are very limited. Accordingly, an organocatalytic allylic alkylation of α-benzylidene succinimides with Morita–Baylis–Hillman (MBH) carbonates was established. In the presence of a chiral phosphine catalyst, α-benzylidene succinimides reacted smoothly with MBH carbonates under mild conditions to furnish a series of optical active succinimides in high yields and enantioselectivities. Different from the reported results, the organocatalytic enantioselective construction of pyrrolidine-2,5-dione frameworks bearing contiguous chiral tertiary carbon centers was achieved via this synthetic strategy. Scaling up the reaction indicated that it is a practical strategy for the organocatalytic enantioselective alkylation of α-alkylidene succinimides. A possible reaction mechanism was also proposed. Full article
(This article belongs to the Special Issue Recent Advances of Catalytic Asymmetric Synthesis)
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35 pages, 10755 KiB  
Review
Tandem Reactions Based on the Cyclization of Carbon Dioxide and Propargylic Alcohols: Derivative Applications of α-Alkylidene Carbonates
by Bowen Jiang, Xiangyu Yan, Yong Xu, Natalya Likhanova, Heriberto Díaz Velázquez, Yanyan Gong, Ye Yuan and Francis Verpoort
Catalysts 2022, 12(1), 73; https://doi.org/10.3390/catal12010073 - 10 Jan 2022
Cited by 11 | Viewed by 3855
Abstract
As a well-known greenhouse gas, carbon dioxide (CO2) has attracted increasing levels of attention in areas of energy, environment, climate, etc. Notably, CO2 is an abundant, nonflammable, and renewable C1 feedstock in view of chemistry. Therefore, the transformation of CO [...] Read more.
As a well-known greenhouse gas, carbon dioxide (CO2) has attracted increasing levels of attention in areas of energy, environment, climate, etc. Notably, CO2 is an abundant, nonflammable, and renewable C1 feedstock in view of chemistry. Therefore, the transformation of CO2 into organic compounds is an extremely attractive research topic in modern green and sustainable chemistry. Among the numerous CO2 utilization methods, carboxylative cycloaddition of CO2 into propargylic alcohols is an ideal route due to the corresponding products, α-alkylidene cyclic carbonates, which are a series of highly functionalized compounds that supply numerous potential methods for the construction of various synthetically and biologically valuable agents. This cyclization reaction has been intensively studied and systematically summarized, in the past years. Therefore, attention has been gradually transferred to produce more derivative compounds. Herein, the tandem reactions of this cyclization with hydration, amination, alcoholysis, and isomerization to synthesize α-hydroxyl ketones, oxazolidinones, carbamates, unsymmetrical carbonates, tetronic acids, ethylene carbonates, etc. were systematically reviewed. Full article
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