Person:
Lázaro Milla, Carlos

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First Name
Carlos
Last Name
Lázaro Milla
URI
https://hdl.handle.net/20.500.14352/82531
Affiliation
Universidad Complutense de Madrid
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Ciencias Químicas
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2018 - 201912020 - 20232
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Author: Aragoncillo Abanades, Cristina ×

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Now showing 1 - 3 of 3
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    Synthesis of polycyclic aromatic hydrocarbons decorated by fluorinated carbon acids/carbanions
    (Chemistry a European Journal, 2021) Hoshikawa, Shoki; Yanai, Hikaru; Martín‐Mejías, Irene; Lázaro Milla, Carlos; Aragoncillo Abanades, Cristina; Almendros Requena, Pedro; Matsumoto, Takashi
    The carboarylation reaction of biphenyl‐alkynes was successfully triggered by electrophilic attack of 1,1‐bis(triflyl)ethylene on the alkyne moiety to give polycyclic aromatic hydrocarbons (PAHs) decorated by superacidic carbon acid functionality. Neutralisation of thus obtained acids with NaHCO3 yielded the corresponding sodium salts, which showed improved solubility in both aqueous and organic solvents.
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    Transition metal-free controlled synthesis of bis[(trifluoromethyl)sulfonyl]ethyl-decorated heterocycles
    (Organic Chemistry Frontiers, 2018) Almendros Requena, Pedro; Yanai, Hikaru; Hoshikawa, Shoki; Aragoncillo Abanades, Cristina; Lázaro Milla, Carlos; Toledano-Pinedo, Mireia; Matsumoto, Takashi; Alcaide Alañón, Benito
    Several heterocycles reacted with shelf-stable 2-(2-fluoropyridinium-1-yl)-1,1-bis[(trifluoromethyl)sulfonyl] ethan-1-ide, a latent Tf2CvCH2 source, to give rise in a mild and controllable way to adducts via direct C–H bis[(trifluoromethyl)sulfonyl]ethylation reactions. This metal- and irradiation-free protocol is convenient. Besides, the volatile side-product 2 fluoropyridine can be smoothly eliminated under vacuum, which facilitates purification. The substrate scope survey discloses that exquisite chemo- and regioselectivities are achieved in a variety of heterocyclic systems. Of particular interest are the late-stage structural modification of known pharmaceuticals, such as the marketed drugs Phenazone (Antipyrine) and Edaravone, and the development of a water soluble fluorescent dye.
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    Straightforward Synthesis of Bis[(trifluoromethyl)sulfonyl]ethylated Isocoumarins from 2-Ethynylbenzoates
    (Journal of Organic Chemistry, 2023) Petcu, Sonia; Lázaro Milla, Carlos; Rodríguez, Javier; Iriepa, Isabel; Bautista-Aguilera, Óscar ; Aragoncillo Abanades, Cristina; Alonso Gómez, José Miguel; Almendros Requena, Pedro
    Herein, we report a facile isocoumarin and isoquinolone preparation by taking advantage of an initial bis(triflyl)ethylation [triflyl = (trifluoromethyl)sulfonyl] reaction, followed by heterocyclization, which contrasts with our previous results on cyclobutene formation. The efficiency of the catalyst- and irradiation-free heterocyclization/bis(triflyl)ethylation sequence showed exquisite dependence on the electronic nature of the substituents at the 2-ethynylbenzoate(benzamide) precursors. Molecular docking of model bis(triflyl)ethylated isocoumarins on human acetylcholinesterase (hAChE) revealed promising biological activities through selective coordination on both the catalytic active site and peripheral active site.