Category Archives: Noticias

Introducing… Patricia in Angew Chem

Introducing… Patricia in Angew Chem

Patricia García-García has published her first article as a submitting corresponding author in Angewandte Chemie:

Metal-Free Temperature-Controlled Regiodivergent Borylative Cyclizations of Enynes: BCl3-Promoted Skeletal Rearrangement: A. Milián, M. A. Fernández-Rodríguez, E. Merino, J. J. Vaquero, P. García-García, Angew. Chem. Int. Ed. 2022, doi.org/10.1002/anie.202205651.

https://onlinelibrary.wiley.com/doi/10.1002/anie.202207530

Angew. Chem. Int. Ed. 05.22

Metal-Free Temperature-Controlled Regiodivergent Borylative Cyclizations of Enynes: BCl3-Promoted Skeletal Rearrangement

Ana Milián, Manuel A. Fernández-Rodríguez,* Estíbaliz Merino, Juan J. Vaquero, Patricia García-García*

Angew. Chem. Int. Ed. 2022, Accepted Articles
DOI: 10.1002/anie.202205651

Metal-free borylative cyclization of biphenyl-embedded 1,3,5-trien-7-ynes in the presence of simple and inexpensive BCl3 provided synthetically useful borylated building blocks. The outcome of the process depends on the reaction temperature, with borylated phenanthrenes obtained at 60 ºC and phenanthrene-fused borylated cyclobutanes formed at 0 ºC. Based on DFT calculations, a mechanism for these novel transformations has been proposed, which involves an uncommon skeletal rearrangement, including migration of a methyl group and alkyne fragmentation, unprecedented in BCl3-promoted cyclization reactions.

J. Environ. Chem. Eng. 02.22

Electrochemically Driven One-pot Oxidative Conversion of Arylhydrazines into Aromatic Iodides

Noemi Salardón, Guillermo Otárola, Clara Mañas, Estíbaliz Merino, Belen Batanero*

J. Environ. Chem. Eng. 2022, in press, Open access
DOI: 10.1016/j.jece.2022.107486

The efficient metal-free electrosynthesis of 2,4-dinitrophenyl iodide is here reported starting from 2,4-dinitrophenylhydrazine. Surprisingly this dinitrated arylhydrazine minimizes, under the applied experimental conditions, any anodic multilayered film formation. This sustainable iodide-mediated oxidative dehydrazination enables coupling reaction of electrogenerated iodine with aryl radicals from electron-deficient arylhydrazines employing electricity as the driving force and an inexpensive halogen source. A mechanistic proposal explaining the formation of aryl iodides is presented and discussed.

XVII SIJ-RSEQ organisation

XVII SIJ-RSEQ organisation

Several members of the group have been in charge of organising the 17th RSEQ Young Researchers Symposium, held in Alcalá de Henares from 23 to 26 November.

XVII Simposio de Investigadores Jóvenes de la RSEQ

The group has also made several contributions:

– Oral:
· Synthesis of seven- and eight-membered rings by Brønsted acid-catalyzed cyclization of biphenyl embedded trienynes
Jaime Tostado Sánchez, Juan J. Vaquero, Manuel A. Fernández-Rodríguez

– Flash:
· Enantio- and diastereoselective cyclopropanation of trans-alkenylboronates: Synthesis of versatile (trifluoromethyl)cyclopropylboronates
Julia Altarejos, David Sucunza, Juan José Vaquero, Javier Carreras

– Poster:
· Synthesis of a series of novel bicyclic amino acids
Álvaro González, Francisco José Torrero, José Luis Aceña, Juan José Vaquero

· Metal-free straightforward synthesis of boron-functionalized indenes and fulvenes by borylative cyclization
Ester Sans Panadés, Patricia García-García, Juan J. Vaquero, Cintia Virumbrales, Roberto Sanz, Manuel A. Fernández-Rodríguez

· SYNTHESIS OF PEPTIDE NUCLEIC ACIDS (PNAs) FOR THE TREATMENT OF CHRONIC KIDNEY DISEASE
Francisco Maqueda Zelaya, Verónica Miguel, José Luis Aceña, Santiago Lamas, Juan José Vaquero

· Synthesis of 4-membered rings fused lactams by gold(I) catalyzed
cyclization of alkynylcyclobutanamides

Guillermo G. Otárola, María Soledad Garre, Estíbaliz Merino, David Sucunza, Juan J. Vaquero, Patricia García-García

· Regioselective Ir-Catalyzed C−H Borylation of 4a,8a-Dihydro-4a-Aza-8a-Boranaphthalene
Isabel Valencia, Patricia García, David Sucunza, Juan J. Vaquero

· DEVELOPMENT OF A SYNTHETIC ROUTE TO LAETEVIRENOL A
Lucía Sánchez-Jiménez, Ana Milián, Jaime Tostado, Juan J. Vaquero, Patricia García-García, Manuel A. Fernández-Rodríguez

· Kinetic resolution in transannular Morita-Baylis-Hillman reaction:
approach to the synthesis of guaiane-type sesquiterpenes

Rubén Manzano, Raquel Mato, Efraím Reyes, Liher Prieto, Uxue Uria, Luisa Carrillo, Jose L. Vicario

· Electrochemical synthesis of aryl iodides from arylhydrazines
Clara Mañas Hernández, Guillermo Otárola, Estíbaliz Merino, Noemi Salardón, Belén Batanero

J. Org. Chem. 11.21

1,10a-Dihydro-1-aza-10a-boraphenanthrene and 6a,7-Dihydro-7-aza-6a-boratetraphene: Two New Fluorescent BN-PAHs

Isabel Valencia, Patricia García-García, David Sucunza*, Francisco Mendicuti, Juan J. Vaquero*

J. Org. Chem. 2021, 86, 23, 16259–16267
DOI: 10.1021/acs.joc.1c01095

Previously unknown 1,10a-dihydro-1-aza-10a-boraphenanthrene and 6a,7-dihydro-7-aza-6a-boratetraphene have been efficiently synthesized. Bromination of these BN-PAHs proceeds with complete regioselectivity, resulting in the formation of different substituted derivatives via cross-coupling reactions. These compounds exhibit rather high fluorescence quantum yields (up to ϕF = 0.80).