Person: Almendros Requena, Pedro
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First Name
Pedro
Last Name
Almendros Requena
Affiliation
Universidad Complutense de Madrid
Faculty / Institute
Ciencias Químicas
Department
Area
Química Orgánica
Identifiers
7 results
Search Results
Now showing 1 - 7 of 7
Item 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, TakashiThe 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.Item 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, BenitoSeveral 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.Item A facile synthesis of blue luminescent [7]helicenocarbazoles bBased on golcatalyzed rearrangement‐iodonium migration and Suzuki–Miyaura benzannulation reactions(Chemistry a European Journal, 2018) Alcaide Alañón, Benito; Almendros Requena, Pedro; Aragoncillo Abanades, Cristina; Busto García, Benjamín Eduardo; López‐Calixto, Carmen ; Liras, Marta; Peña O'Shea, Víctor de la; García‐Sánchez, Alba; Stone, HannahNew azahelicenes having interesting photophysical properties have been prepared in a four‐step sequence. These [7]helicenocarbazoles are efficient blue luminophores, demonstrating the utility of gold catalysis in the preparation of advanced materials.Item 2,3‐Diodocarbazoles by a domino iodocyclization/iodo‐translocation of (3‐iodoindolyl)butynols(Advance Synthesis & Catalysis, 2022) Martín‐Mejías, Irene; Petcu, Sonia; Alonso Gómez, José Miguel; Aragoncillo Abanades, Cristina; Almendros Requena, PedroA controlled access to 1‐aryl 2,3‐diiodo‐carbazoles involving iodine transposition has been accomplished directly from acyclic precursors. The 2,3‐diiodo‐carbazole core was prone to further chemoselective decoration at C3−I or double difunctionalization.Item Palladium‐catalyzed hydroarylation of homopropargyl iodoindoles with concurrent alkyl and iodonium migrations(Advance Synthesis & Catalysis, 2021) Martín, Irene; Aragoncillo Abanades, Cristina; Almendros Requena, PedroA selective palladium‐catalyzed C-arylation/carbocyclization/iodonium migration reaction sequence has been accomplished. Novel 2‐iodo‐1‐aryl‐9-H‐carbazoles are now easily available. As this result is contrary to the selectivity observed using gold catalysis, the formation of 2‐iodocarbazoles is noticeable, suggesting a metal‐controlled cyclization through chemo‐ and regioselective 1,2‐alkyl migration and 1,4‐iodonium migration.Item 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, PedroHerein, 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.Item A catalyst-free bis(triflyl)ethylation/benzannulation reaction: rapid access to carbazole-based superacidic carbon acids from alkynols(Chemical Communications, 2020) Martín-Mejías, Irene; Aragoncillo Abanades, Cristina; Yanai, Hikaru; Hoshikawa, Shoki; Fujimoto, Yuuki; Matsumoto, Takashi; Almendros Requena, PedroCarbazoles possessing Tf2CHCH2 groups were obtained by the reaction of 1-(indol-2-yl)but-3-yn-1-ols with in situ-generated Tf2CQCH2 through vicinal difunctionalisation of the alkyne moiety, where the vinyl-type carbocation intermediate was selectively attacked by the indole moiety and not by the carbanion moiety