Clara Mañas, Ana 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: 10.1039/d4qo01606h
As every year, the University of Alcalá has celebrated its solemn opening ceremony for the academic year with the traditional procession, from the Cathedral to the Main Hall, of the academic community formed by university professors dressed in academic ropes.
This year, Prof. Patrica García García, Dr. Estíbaliz Merino and Dr. Javier Carreras have attended to the ceremony due to their recent appointment as Full professor and Associate Professors respectively. They have been accompanied by the Emeritus Prof. Juan Jose Vaquero
Congrats!
Marcos Humanes, Ester Sans-Panadés, Cintia Virumbrales, Ana Milián, Roberto Sanz, Patricia García-García*, Manuel A. Fernández-Rodríguez*
Org. Lett. 2024, ASAP
DOI: acs.orglett.4c02092
A selective, metal-free synthesis of boron-functionalized indenes and benzofulvenes via BCl3-mediated cyclization of o-alkynylstyrenes is described. The method allows precise control over product formation by adjusting reaction conditions. These borylated products were utilized in diverse C–B bond derivatizations and in the total synthesis of Sulindac, a nonsteroidal anti-inflammatory drug, demonstrating the versatility and practicality of the developed methodology for synthetic applications.
Madrid (Spain), July 12
Our PhD student Marta Duran has attended to the annual meeting for young researchers organized by the Spanish Society of Medicinal Chemistry
https://sites.google.com/view/seqtxyrs/home?authuser=0
– Flash & Poster:
· Targeting chronic kidney dissease trough new small molecules modulating the pseudokinase Integrin-Linked Kinase
Marta Durán Martínez, Mercedes Griera Merino, Sergio de Frutos García, José Luis Aceña, Laura Calleros, Diego Rodríguez Puyol, Javier García Marín
Riga (Latvia), July 7-10
Our research group has been represented at the Balticum Organicum Syntheticum biennial international conference on organic synthesis.
– Poster:
· Gold-Catalyzed Selective Synthesis of Polycyclic Frameworks Containing Tricyclic Bridgehead Carbon Centres
Manuel A. Fernández-Rodríguez, Lucía Sánchez-Jiménez,Adrián Gargantiel, Patricia García-García
– Poster:
· Metal-Free Borylative Cyclizations of Enynes: Useful Methodologies for the Synthesis of Borylated Polycycles
Ana Milian, Marcos HUmanes, Ester Sans-Panadéz, Manuel A. Fernández-Rodríguez Patricia García-García
orcid.org/0009-0000-5684-1261