Visible-Light-Mediated Regioselective Chlorosulfonylation of Acrylamides
Mercedes Zurro, Sergio Torres-Oya, Guillermo G. Otárola, Juan José Vaquero, Estíbaliz Merino*
Synthesis 2023, Special Issue dedicated to Prof. Cristina Nevado, recipient of the 2021 Dr. Margaret Faul Women in Chemistry Award
|A one-step chlorosulfonylation of acrylamides via a photocatalytic redox process is described. This reaction provides α-chlorosulfonylamides with a quaternary center with high regioselectivity via radical process. It is amenable to a broad range of substrates and the products are obtained in moderate to good yields.
Gold-catalyzed endo-selective cyclization of alkynylcyclobutanecarboxamides: synthesis of cyclobutane-fused dihydropyridones
M. Soledad Garre, Guillermo G. Otárola, Estíbaliz Merino, David Sucunza, Enrique Aguilar, M. Teresa Quirós, Juan J. Vaquero* and Patricia García-García*
Org. Biomol. Chem. 2023, Advance Article
|Cyclobutane-fused dihydropyridones can be efficiently synthesized by a completely endo-selective gold-catalyzed cyclization of alkynylcyclobutanes bearing an appended amide, which proceeds under mild conditions. The observed selectivity, which is reversed from that previously observed for the cyclization of related alcohols and acids, is supported by DFT calculations.
XVIII Simposio de Jóvenes Investigadores Químicos de la RSEQ
Sevilla, 21 – 28 noviembre
· Metal-free synthesis of 3-trifluoromethypyrazoles: [3+2] cyclization of styrenes and 2,2,2-trifluorodiazoethane
Julia Altarejos, David Sucunza, Juan J. Vaquero, Estíbaliz Merino, and Javier Carreras
· Visible-light mediated synthesis of indazoles
Clara Mañas, Estíbaliz Merino
· Synthesis of novel five membered organoborate heterocycles and their use in cross-coupling reactions
Isabel Valencia, Patricia Garcia-Garcia, David Sucunza, Adrián Pérez-Redondo, Juan J. Vaquero
Synthesis of five-membered organoborate heterocycles via a metal-free carboboration and their use in cross-coupling reactions
Isabel Valencia, David Sucunza, Patricia García-García, Adrián Pérez-Redondo, Juan Vaquero López
Synthesis 2022, Accepted Articles
|Treatment of various vinylbenzopyridines with allyl(dichloro)borane affords five-membered organoborate heterocycles via a metal-free carboboration. The reaction between these organoborates and Grignard reagents increases the number of derivatives belonging to this novel family of four-coordinate organoboron compounds. Some of them were used as reagents in phenylations and methylations in moderate to high yields under standard palladium-catalyzed cross-coupling reaction conditions.
Synthesis of Phenanthrene-based Polycycles by Gold(I)-Catalyzed Cyclization of Biphenyl-Embedded Trienynes
Ana Milián, Patricia García-García,* Juan J. Vaquero, Roberto Sanz, Manuel Ángel Fernández-Rodríguez*
Adv. Synth. Catal. 2022, Accepted Articles
|Gold(I)-catalyzed cyclization of o-alkenyl-o’-alkynylbiaryls in the presence of external or internal nucleophiles provides a straightforward access to phenanthrene-based polycycles, which are of considerable interest in materials science. Thus, their reactions with alcohols yield functionalized dihydrophenanthrenes, in a process that can also be carried out intramolecularly to provide phenanthrene-derived heteropolycyclic compounds. Moreover, benzo[b]triphenylenes can be synthesized from o-methoxyvinyl-o’-alkynylbiaryls, in a reaction in which an (hetero)aryl substituent at the triple bond acts as an internal nucleophile.
Steviol glycosides as an alternative osmotic agent for peritoneal dialysis fluid
Kopytina Valeria, Pascual-Antón Lucía, Toggweiler Nora, Arriero-País Eva-María, Strahl Lisa, Albar-Vizcaíno Patricia, Sucunza David, Vaquero Juan J., Steppan Sonja, Piecha Dorothea, López-Cabrera Manuel, González-Mateo Guadalupe-Tirma
Front. Pharmacol. 2022