Dr. Francisco Juliá-Hernández talk

Dr. Francisco Juliá-Hernández, Ramon y Cajal Fellow, Inorganic Chemistry Department (Universidad de Murcia).

Illuminating Earth-abundant Metals: New Opportunities in Organic Synthesis

FJH Group

Sala de Grados, School of Pharmacy, UAH. April 25th, 12.30.

Ligandos moduladores de la quinasa ligada a integrinas y uso de los mismos para el tratamiento de enfermedades

Marta Durán, Juan José Vaquero, Mercedes Griera, Sergio de Frutos, Diego Rodríguez Puyol, Javier García Marín*

La presente invención se refiere a nuevos compuestos que actúan como ligandos de la quinasa ligada a integrinas (del inglés ILK), facilitando la polimerización del citoesqueleto de actina y favoreciendo así el tráfico de receptores celulares desde los compartimentos intracelulares a la superficie de las células. Por este motivo, pueden ser utilizados en enfermedades como la diabetes mellitus tipo 2 o la diabetes insípida nefrogénica y, por extensión, en cualquier enfermedad en la que las alteraciones fisiopatológicas sean debidas, total o parcialmente, a un transporte transmembrana disminuido como las tubulopatías renales originadas por una pérdida de transportadores.

No: P202530222 (14/03/2025)

Combined Gold and Photoredox Catalysis: Synthesis of 3-Alkenyl-2H-Indazoles from 2-Alkynylazobenzenes

Clara Mañas, Estíbaliz Merino*

We disclose the intramolecular synthesis of 3-alkenyl-2H-indazoles from 2-alkynylazobenzenes, promoted by a dual catalysis using AuCl3 and a ruthenium photocatalyst under visible light irradiation. This reaction proceeds through hydroamination of the alkynyl fragment. The yields are influenced by electronic factors. Control experiments suggest that both radical and polar mechanisms operate in parallel. This transformation involves C−N bond formation and a 1,2-hydride shift. Additionally, derivatization was performed to demonstrate the versatility of this methodology..

Adv. Synth. Cat. 2025
DOI: 10.1002/adsc.202400990

Copper-Catalyzed Hydroamination of 2-Alkynylazobenzenes: Synthesis of 3-Alkenyl-2H-Indazoles

Clara Mañas, Juan Herrero-Bordieu, Estíbaliz Merino*

A copper-catalyzed intramolecular synthesis of 3-alkenyl-2H-indazoles from 2-alkynylazobenzenes is described. The reaction proceeds in a single step via C–N bond formation and a subsequent 1,2-hydride shift, affording products in high yields. DFT calculations suggest the 1,2-hydride shift as the rate-determining step. Further derivatization enables functionalization of the 3-alkenyl-2H-indazoles.

J. Org. Chem. 2024
DOI: 10.1038/10.1021/acs.joc.4c02144

Shaping cyles with light: a regiodivergent approach to tetracyclic aza-aromatic compounds

Clara Mañas, Belén Ibarra, Estíbaliz Merino*

The development of regiodivergent methods that allow access to different structures from a single substrate through intramolecular processes is crucial for accelerating new molecule discovery, as well as making processes more sustainable and efficient in terms of waste production and economy. In this study, we report a novel regiodivergent cyclization procedure to access two distinct azapolyaromatic regioisomers from 2-alkynylazobenzenes. The key to achieving this regiodivergence lies in the presence or absence of a gold catalyst. The irradiation with visible light of 2-alkynylazobenzenes in the presence of a Ir photocatalyst affords 11H-indolo[1,2-b]indazoles, whereas under similar conditions with AuCl₃, indazolo[2,3-a]quinolines are produced. Control experiments and DFT calculations suggest that both transformations operate through different reaction mechanisms: the formation of 11H-indolo[1,2-b]indazoles involves a radical mechanism, whereas the formation of indazolo[2,3-a]quinolines appears to proceed predominantly through a polar mechanism. This transformation enables the one-step conversion of simple 2-alkynylazobenzenes into diverse azapolyaromatic structures via an intramolecular visible light-promoted process, holding significant potential for new nitrogenated heterocycles.

Org. Chem. Front. 2024
DOI: 10.1038/s41929-024-01204-6

Dr. Ignacio Colomer talk

Dr. Ignacio Colomer, Tenured Scientist, at Organic Chemistry Institute (IQOG-CSIC), (Madrid)

Selective functionalization of alkenes using Hexafluoroisopropanols

Room 2.1, School of Pharmacy, UAH. February  07h, 12.15.

Au Clusters Catalyze The Disulfide Metathesis Reaction By A Reductive Addition-Oxidative Elimination Mechanism

Belén Lerma-Berlanga, Francesco Orlando, Estíbaliz Merino, Antonio Leyva-Pérez*

A plethora of industrial and academic organic chemical reactions are catalyzed by the well-known oxidative addition-reductive elimination (OARE) mechanism. However, the micro-reversed counterpart, i. e. the reductive addition-oxidative elimination (RAOE) mechanism, has to our knowledge not been reported yet in a catalytic manner. Here we show that a gold cluster can act as homogeneous catalyst capable of triggering a reductive addition step with disulfides, manage the incoming electrons and finally execute an oxidative elimination step, to perform the disulfide metathesis reaction. These findings suggest that not only new organic reactions but also other previously reported processes catalyzed by metal clusters may operate through the RAOE mechanism.

ChemCarChem 2024
DOI: 10.1038/s41929-024-01204-6

News & Views invited article – “Synergystic role for CO”

Estíbaliz Merino

Typically, active acyl intermediates are quenched with nucleophiles to complete carbonylation. Now, a visible-light-induced radical relay enables CO insertion and selective (hetero)aryl group migration without nucleophiles.

Nat. Cat. 2024.
DOI: 10.1038/s41929-024-01204-6