Person: Alonso Gómez, José Miguel
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First Name
José Miguel
Last Name
Alonso Gómez
Affiliation
Universidad Complutense de Madrid
Faculty / Institute
Ciencias Químicas
Department
Química Orgánica
Area
Química Orgánica
Identifiers
6 results
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Now showing 1 - 6 of 6
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 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 Platinum and Gold Catalysis: à la Carte Hydroamination of Terminal Activated Allenes with Azoles(Organic Letters, 2019) Alonso Gómez, José Miguel; Muñoz, María PazNucleophilic additions to allenes catalyzed by transition metals represent a powerful tool to obtain selective access to diverse structures with numerous applications. Reported here is a straightforward methodology to achieve selective addition of azoles to the proximal or distal carbon of activated allenes depending on the catalyst used, unravelling a gold–platinum bimetallic catalysis approach for the 1,3-double addition of azoles to activated allenes to give 1,3-bisazole derivatives, an important scaffold in medicinal and organometallic chemistry.Item Palladium-catalyzed cocyclotrimerization of arynes with a pyramidalized alkene(Chemical Communications, 2018) Alonso Gómez, José Miguel; Quiroga, Sabela; Codony, Sandra; Turcu, Andreea ; Barniol-Xicota, Marta; Pérez, Dolores; Guitián, Enrique; Vázquez, Santiago; Peña, DiegoA pyramidalized alkene and diverse arynes are generated in the presence of a Pd-catalyst to afford [2+2+2] cocycloaddition products. The metal-catalyzed 2+2+2] cocycloaddition of arynes with pyramidalized alkenes is presented. The generation of a highly reactive pyramidalized alkene in the presence of a large excess of in situ-produced arynes led to the corresponding cocyclotrimerization (1 : 2)-adducts in good yields, establishing the first example of a palladium-based reaction of a pyramidalized alkene.Item Synthesis and reactivity of a trigonal porous nanographene on a gold surface(Chemical Science, 2019) Zuzak, Rafal; Pozo, Iago; Engelund, Mads; Garcia-Lekue, Aran; Vilas-Varela, Manuel; Alonso Gómez, José Miguel; Szymonski,Marek; Guitián, Enrique; Pérez, Dolores; Godlewski,Szymon; Peña, DiegoThe synthesis of porous nanographenes is a challenging task for solution chemistry, and thus, on-surface synthesis provides an alternative approach. Here, we report the synthesis of a triporous nanographene with 102 sp2 carbon atoms by combining solution and surface chemistry. The carbon skeleton was obtained by Pd-catalyzed cyclotrimerization of arynes in solution, while planarization of the molecule was achieved through two hierarchically organized on-surface cyclodehydrogenation reactions, intra- and inter-blade. Remarkably, the three non-planar 14]annulene pores of this nanographene further evolved at higher temperatures showing interesting intra-porous on-surface reactivity.Item Heterobimetallic Catalysis: Platinum‐Gold‐Catalyzed Tandem Cyclization/C−X Coupling Reaction of (Hetero)Arylallenes with Nucleophiles(Angewandte Chemie International Edition, 2018) Alonso Gómez, José Miguel; Muñoz, Maria PazHeterobimetallic catalysis offers new opportunities for reactivity and selectivity but still presents challenges, and only a few metal combinations have been explored so far. Reported here is a Pt‐Au heterobimetallic catalyst system for the synthesis of a family of multi‐heteroaromatic structures through tandem cyclization/C−X coupling reaction. Au‐catalyzed 6‐cyclization takes place as the first fast step. Pt‐Au clusters are proposed to be responsible for the increased reactivity in the second step, that is, the intermolecular nucleophilic addition which occurs through an outer‐sphere mechanism by hybrid homogeneous‐heterogeneous catalysis.