All posts by Javier García Marín

Chem. Sci. 2025

Visible-light-initiated metal-free Csp3–Csp3 to Csp3–N conversion in homobenzylic sulfonamides with N-iodoimides

Guillermo Morales-Ortega,   Estíbaliz Merino  and  Javier Carreras*

We report a simple protocol for the transformation of Csp3–Csp3 to Csp3–N in homobenzylic sulfonamides in combination with N-iodoimides to form gem-diamino derivatives. The reaction exhibits a wide functional group tolerance and allows the incorporation of bioactive-derived fragments. The mechanistic insights provided by control experiments and DFT calculations suggest that an imine intermediate is formed after C−C bond cleavage.

Chem. Sci. 2025
DOI: 10.1039/D5SC02168E

Ángela Martín-Serrano

 

Ángela Martín-Serrano Ortiz

  • 2025: Senior Research Fellow, Talent Attraction Program of Community of Madrid.
  • 2021: Postdoctoral Researcher. Université Grenoble-Alpes (Grenoble, France).
  • 2018: Postdoctoral Researcher at Universidad de Alcalá (Madrid, Spain).
  • 2018: PhD at the Biomedical Research of Malaga-IBIMA (Málaga, Spain)
  • 2017: FEBS Summer Fellowship. Royal Institute of Technology-KTH (Stockholm,Sweden)
  • 2013: Research Assistant at Universitary School of Mining and Industrial Engineering of Almadén-EIMIA, (Spain)
  • 2012: Research Assistant at NanoMyP S.L. (Santander-CRUE-CEPYME grant), Granada (Spain)
  • 2012: Master’s Degree in Biological Analysis and Laboratory Diagnostics, Universidad de Granada (Spain)
  • 2011: Graduated in Chemistry at Universidad de Castilla-La Mancha (Spain)

Adv. Synth. Cat. 2025

Synthesis of Polysubstituted Naphthalenes via Metal-Free Borylative Cyclization of o-Alkynylstyrenes

Marcos Humanes, Manuel A. Fernández-Rodríguez,* Patricia García-García*

A selective, metal-free method for the synthesis of boron-functionalized polysubstituted naphthalenes via BCl3-mediated cyclization of α-substituted o-alkynylstyrenes is described. The reaction exhibits broad substrate scope, tolerating various groups such as ethers, sulfides and halogens, and delivers high yields under mild conditions, even at gram scale. The resulting Bpin-functionalized naphthalenes serve as versatile building blocks, facilitating further transformations of the C−B bond into C−H, C−C, C−I, C−O, and C−N bonds, thereby increasing molecular complexity and enabling the design of more functionalized products. Notably, this sustainable and straightforward protocol selectively introduces the Bpin group at the sterically hindered α-carbon of the naphthalene framework, complementing C–H borylations of the naphthalene core, that preferentially occur at the β-position. As a result, the developed approach significantly broadens the accessibility of B-functionalized naphthalene derivatives for synthetic and application-oriented purposes.

Adv. Synth. Cat. 2025
DOI: 10.1002/adsc.202500244

Patent 2025

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)

Adv. Synth. Cat. 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

J. Org. Chem. 2024 (Featured article in Synfacts)

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