Todas las entradas de: administrador

Noticias

Nuevo artículo, Synthesis 03.23

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
DOI: 10.1055/s-0042-1751424

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.
Noticias

Nuevo artículo, Org. Biomol. Chem. 03.23

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
DOI: 10.1039/D3OB00051F

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.
2023, AzaBN, Publicación

Valencia et al. Synthesis 2023. Synthesis of Five-Membered Organoborate Heterocycles via a Metal-Free Carboboration and Their Use in Cross-Coupling Reactions.

Publicaciones > Valencia et al

Synthesis 2023, 55, 1260-1266. doi: 10.1055/a-1979-6009

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 J. Vaquero

Palabras clave: metal-free carboboration; organoboron compounds; organoborate heterocycles; cross-coupling reactions; boron chemistry

Resumen

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.

Noticias

Participación XVIII SJIQ

XVIII Simposio de Jóvenes Investigadores Químicos de la RSEQ

Sevilla, 21 – 28 noviembre

– Oral:
· 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

– Póster:
· Visible-light mediated synthesis of indazoles
Clara Mañas, Estíbaliz Merino

– Póster:
· 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



Noticias

Nuevo artículo, Synthesis 11.22

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
DOI: 10.1055/a-1979-6009

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.
2022, Publicación

Milián et al. Advanced Synthesis %@26 Catalysis. 2022;n/a(n/a):. Synthesis of Phenanthrene-Based Polycycles by Gold(I)-Catalyzed Cyclization of Biphenyl-Embedded Trienynes.

Publicaciones > Milián et al

Adv. Synth. Catal. 2022; 364, 3960-3966, doi:10.1002/adsc.202200887.

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 A. Fernández-Rodríguez

Palabras clave: Polycycles; Gold; Cyclization; Benzo%@5Bb%@5Dtriphenylenes; Dihydrophenanthrenes

Resumen

No hay resumen

2022, Publicación

Virumbrales et al. Organic Letters. 2022;:. Gold(I) Catalysis Applied to the Stereoselective Synthesis of Indeno%@5B2,1-b%@5Dthiochromene Derivatives and Seleno Analogues

Publicaciones > Virumbrales et al

Org. Lett. 2022, doi: 10.1021/acs.orglett.2c03411.

Gold(I) Catalysis Applied to the Stereoselective Synthesis of Indeno%@5B2,1-b%@5Dthiochromene Derivatives and Seleno Analogues

Cintia Virumbrales, Mahmoud A. E. A. A. A. El-Remaily, Samuel Suárez-Pantiga, Manuel A. Fernández-Rodríguez, Félix Rodríguez, Roberto Sanz

Resumen

No hay resumen

Noticias

Nuevo artículo, Adv. Synth. Catal. 10.22

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
DOI: 10.1002/adsc.202200887

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.