Participación 6th Symposium of Medicinal Chemistry Young Researchers

El grupo ha participado con diversas contribuciones de los estudiantes de doctorado y de máster del grupo:

SYNTHESIS OF MODULATORS OF INTEGRIN-LINKED KINASE (ILK)
S. Simón de la Fuente, F. Maqueda, J. García-Marín, J.L. Aceña and J.J. Vaquero

SYNTHESIS OF SMALL MOLECULES AS MIMETICS OF THE EPITOPE SEGMENT IN ILK-α-PARVIN PROTEIN-PROTEIN INTERACTION
M. Ramírez Rozalén, J. García Marín, R. Alajarín and J. J. Vaquero

NEW SYNTHETIC STRATEGIES FOR TREATMENT OF THE RENAL DISEASE: SYNTHESIS OF PEPTIDE NUCLEIC ACIDS
F. Maqueda-Zelaya, V. Miguel, J. L. Aceña, S. Lamas and J. J. Vaquero

NOVEL HIGHLY FLUORESCENT FAMILY OF UNSYMMETRIC ORGANOBORON COMPLEXES WITH 5-(PYRIDIN-2-YLMETHYLENE)IMIDAZOLIDINE-2,4-DIONE SYSTEMS
M. S. Garre, R. Losantos, S. Gutiérrez, D. Sucunza, P. García-García, D. Sampedro and J. J. Vaquero

SYNTHESIS OF NOVEL β-TURN LIKE MIMETICS
A. González, N. Mateu, J. L. Aceña, S. Fustero and J. J. Vaquero

Participación XXXVII Bienal RSEQ

El grupo ha presentado varias contribuciones en la XXXVII Reunión Bienal de la Real Sociedad Española de Química.

Dos comunicaciones flash:

– Gold (I)-Catalyzed Cycloisomerization of 1,3,5-Trien-7-ynes: A Novel and General Approach to Phenanthrenes
Manuel A. Fernández-Rodríguez, Patricia García-García, Roberto Sanz, Juan J. Vaquero, Ana Milián-López

– Electrophilic Cyclizations of Alkynylcyclobutanes and -cyclopropanes
Patricia García-García, David Sucunza, Enrique Aguilar, Juan J. Vaquero, M. Soledad Garre

Y una comunicación póster:

– Azaborine synthesis by cascade borocyclization of o-alkynyl anilines
Ester Sans-Panadés, Manuel A. Fernández-Rodríguez, Patricia García-García, Juan J. Vaquero

Conferencia Dr. Aleksey Vasilev

El Dr. Aleksey Aleksandrov Vasilev, profesor titular de la Facultad de Química y Farmacia de la Universidad de Sofía (Bulgaria) impartirá una conferencia titulada E-Z Photoisomerization Stimulated by Triplet-Triplet Annihilation Photon Energy Up-conversion Light en el Edificio Polivalente de la UAH el día 27 de junio a las 12.00.

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A New Member of the BN-Phenanthrene Family: Understanding the Role of the B—N Bond Position

Alberto Abengózar, David Sucunza, Patricia García-García, Diego Sampedro, Adrián Pérez-Redondo, and Juan J. Vaquero

J. Org. Chem., Article ASAP
DOI: 10.1021/acs.joc.9b00800

3,4-Dihydro-4-aza-3-boraphenanthrene, which shows the highest fluorescence quantum yield of all nonsubstituted BN-phenanthrenes reported to date (ϕF = 0.61), has been synthesized in only three steps (76% overall yield) from easily accessible 1-bromo-2-vinylnaphthalene, along with several substituted derivatives. The reactivity of these previously unknown BN-aromatic compounds toward organolithium compounds and bromine has been studied. This latter reaction affords bromo-substituted compounds that are suitable for further functionalization via Suzuki and Sonogashira couplings, with complete regioselectivity. The optical properties and excited state deactivation mechanisms of selected compounds were studied using computational methods.

Synthesis, Functionalization, and Optical Properties of 1,2-Dihydro-1-aza-2-boraphenanthrene and Several Highly Fluorescent Derivatives

Alberto Abengózar, Patricia García-García, David Sucunza, Diego Sampedro, Adrián Pérez-Redondo, and Juan J. Vaquero

Org. Lett., Article ASAP
DOI: 10.1021/acs.orglett.9b00448

Previously unknown 1,2-dihydro-1-aza-2-boraphenanthrene has been synthesized in only three steps from 2-bromo-1-vinylnaphthalene. The reactivity of this new BN-phenanthrene, and of several substituted derivatives, has been tested against bromine and organolithium compounds. Bromination proceeded with complete regioselectivity, affording bromo-substituted compounds suitable for further functionalization via cross-coupling reactions. This new family of BN-phenanthrenes exhibits a substantial increase in the quantum yield (up to ϕ_F = 0.93) with respect to phenanthrene.

Regiodivergent electrophilic cyclizations of alkynylcyclobutanes for the synthesis of cyclobutane-fused O-heterocycles

María Soledad Garre, David Sucunza, Enrique Aguilar, Patricia García-García, and Juan J. Vaquero

J. Org. Chem., Article ASAP
DOI: 10.1021/acs.joc.9b00618

Cyclobutane-fused dihydropyrans and methylenetetrahydrofurans are highly interesting cores found in numerous natural products. Both these cores are selectively prepared from a common alkynylcyclobutane precursor bearing an appended hydroxyl group herein. Thus, cyclobutane-fused dihydropyrans can be obtained by a selective 6-endo-dig iodocyclization, whereas gold-catalyzed 5-exo-dig cycloisomerization provides the bicyclic core containing a methylenetetrahydrofuran moiety as major product. Several cyclobutane-fused O-heterocycles with diverse substitution are synthesized following the reported methodology.

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