2591-86-8Relevant articles and documents
Reactions of diazomethylphosphonate: The first synthesis of a formylphosphonate hydrate
Hamilton, Robert,McKervey, M. Anthony,Rafferty, M. Denise,Walker, Brian J.
, p. 441 - 444 (1996)
Formylphosphonate hydrate has been synthesised by the oxidation of diazomethylphosphonate with dimethyldioxirane (DMD) and its reactions, including the formation of imines, oximes, and Wittig olefination products, have been investigated. Formylphosphonate also acts as an efficient, selective formylating agent of secondary amines. β-Ketophosphonic acids derived from a range of amino acids have been prepared by the tin (II) chloride-catalysed reaction of diazomethylphosphonate with amino aldehydes and in certain cases shown to be potent inhibitors of leucine aminopeptidase.
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Ando,Watanabe
, p. 947,948 (1977)
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Jardine, I.,McQuillin, F. J.
, (1972)
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Berbalk et al.
, p. 1081,1083, 1084 (1976)
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Synthesis of 3-Amino-4-iodothiophenes through Iodocyclization of 1-(1,3-Dithian-2-yl)propargylamines
Ismailoglu, Eda,Mert, Zeynep,Dinc, Mert,Kaya, Kerem,Yucel, Baris
, p. 4107 - 4124 (2021)
1-(1,3-Dithian-2-yl)propargylamines undergo iodo-cylization regioselectively to afford tetrasubstituted 3-amino-4-iodothiophenes in 30–87 % yields by iodide induced cleavage of dithiane ring in a bicyclic sulfonium intermediate. A mechanism for this unprecedented transformation was proposed and tentatively supported by the isolation of an intermediate structure. 1-(1,3-Dithian-2-yl)propargylamines were prepared in 30–94 % yields by Au-catalyzed one-pot, three-component reaction of 1,3-dithiane-2-carbaldehydes, amines, and alkynes so called A3-coupling reaction.
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Nefedov et al.
, (1973)
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Dioxetane Formation at a Double Bond Adjacent to Bridgehead Nitrogen: Rapid Reaction between Neostrychnine and Singlet Oxygen in a Polar Protic Medium. Evidence Against the Intermediacy of an Open Zwitterion
Curtis, N. M.,Gorman, A. A.,Prescott, A. L.
, p. 7549 - 7550 (1988)
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Rozhdestenskaya et al.
, (1977)
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Selective N-formylation of amines catalysed by Ag NPs festooned over amine functionalized SBA-15 utilizing CO2 as C1 source
Azad, Shiyana,Bal, Rajaram,Bhattacharjee, Sudip,Bhaumik, Asim,Chongdar, Sayantan
, (2021/11/08)
N-formylation of amines using CO2 as C1 source has been an uphill transformation in the catalysis research as it involves the utilization of abundant thermodyanamically stable and kinetically inert CO2 to form the N-formylated products, which are potential intermediates for the synthesis of valuable chemicals. Previously various noble as well as non-noble metal nanoparticles have been employed for N-formylation of amines. However, herein for the first time we explored N-formylation reaction under lenient conditions utilizing silver nanoparticles, which are decorated over amine functionalized periodically ordered 2D-hexagonal SBA-15 material, serving as a robust heterogeneous catalyst. The AgNPs@SBA-15-NH2 has been intensively characterized by powder XRD, Brunauer-Emmett-Teller (BET), FEG-TEM, SEM, XPS, TGA, CO2-TPD, FTIR and UV–vis spectroscopic analyses. This supported AgNPs material showed remarkable catalytic activity for N-formylation over a wide range of amines under 0.5 MPa CO2 pressure and at mild temperature (35 °C) conditions. In addition, this AgNPs@SBA-15-NH2 material exhibited high chemical stability and reusability, suggesting its promising future in the CO2 fixation reactions.
Bifunctional Ru-loaded Porous Organic Polymers with Pyridine Functionality: Recyclable Catalysts for N-Formylation of Amines with CO2 and H2
Zhang, Kai,Zong, Lingbo,Jia, Xiaofei
, p. 1335 - 1340 (2021/02/05)
A series of pyridine functionalized porous organic polymers (POPs-Py&PPh3) have been synthesized by polymerizing tris(4-vinylphenyl)phosphane and 4-vinylpyridine. The pyridine moieties in the copolymer materials contribute to CO2 adsorption and promote the subsequent conversion of CO2. The POP supported Ru catalyst (Ru/POP3-Py&PPh3) shows a high catalytic activity (TON up to 710) in the N-formylation of various primary and secondary amines with CO2/H2, affording the corresponding formamides in good yields (55–95%) under mild reaction conditions. The heterogeneous catalyst can be easily separated from the reaction system and reused for at least eight cycles in the N-formylation of morpholine. (Figure presented.).
Ionization of Porous Hypercrosslinked Polymers for Catalyzing Room-Temperature CO2 Reduction via Formamides Synthesis
Ren, Qinggang,Chen, Yaju,Qiu, Yongjian,Tao, Leiming,Ji, Hongbing
, p. 2919 - 2927 (2021/02/01)
Porous materials with heterogeneous nature occupy a pivotal position in the chemical industry. This work described a facile pre- and post-synthetic approach to modify porous hypercrosslinked polymer with quaternary ammonium bromide, rendering it as efficient catalyst for CO2 conversion. The as-prepared porous ionic polymer (PiP@QA) displayed an improved specific surface area of 301 m2·g?1 with hierarchically porous structure, good selective adsorption of CO2, as well as high ion density. Accordingly, PiP@QA catalyst exhibited excellent catalytic performances for the solvent-free synthesis of various formamides from CO2, amines and phenylsilane under 35?°C and 0.5?MPa. We speculated that the superior catalytic efficiency and broad substrate scope of this catalyst could be resulted from the synergistic effect of flexible ionic sites with unique nanoporous channel that might increase the collision probability of reactants and active sites as well as enhance the diffusion of reactants and products during the reaction process. With the good reusability, PiP@QA was also available for the efficient conversion of simulated flue gas (15% CO2 in N2, v/v) into target formamides with quantitative selectivity at room temperature, which further highlighted its industrial application potential in chemical recycling the real-word CO2 to valuable products. Graphic Abstract: [Figure not available: see fulltext.].