Category Archives: Noticias

EurJOC 07.22

Synthesis of Tri- and Tetrasubstituted Alkenyl Boronates from Alkynes

Julia Altarejos, Antonio Valero, Rubén Manzano,* Javier Carreras*

Eur. J. Org. Chem. 2022, #NextGenOrgChem
DOI: 10.1002/ejoc.202200521

The synthesis of organoboron compounds have attracted the attention of the synthetic community. In particular, molecules with C(sp2)-B bonds enable the transformation to new C−C or C-heteroatom bonds by well-established methodologies. Alkenyl boronates have the possibility for further conversion of the boron moiety or functionalization of the double bond. This review gives an overview on the recent methodologies for the selective preparation of the challenging highly substituted alkenyl boronates from alkynes.

Conferences participation

22nd Tetrahedron Symposium

Lisbon, 28 June – 1 July

– Póster:
· Photocatalytic synthesis of indazoles from alkynylazobenzenes
Clara Mañas, Estíbaliz Merino

– Póster:
· Metal-free synthesis of medium-sized rings by cationic carbocyclization of trienynes
Jaime Tostado Sánchez, Ana Milián, Juan J. Vaquero, Manuel A. Fernández-Rodríguez

XXXVIII Reunión Bienal de la Real Sociedad Española de Química (RSEQ)

Granada, 27-30 June

– Oral:
· Asymmetric Photocatalysis Through Smiles Rearrangements
Estíbaliz Merino

– Oral:
· Drogas, fármacos y venenos: el impacto de los productos naturales en la historia
David Sucunza

– Póster:
· Progress towards the synthesis of Laetevirenol A
Lucía Sánchez Jiménez, Ana Milián, Jaime Tostado, Juan J. Vaquero, Patricia García García, Manuel A. Fernández Rodríguez

– Póster:
· Gold(I) catalyzed cyclization of alkynylcyclobutanamides towards lactams
Guillermo G. Otárola, María Soledad Garre, Estíbaliz Merino, David Sucunza, Juan J. Vaquero, Patricia García-García

– Póster:
· Catalytic (enantioselective) access to 4-(sec-alkyl)anilines via 1,6-conjugate addition of Grignard reagents to in situ generated aza-p-quinone methides
Mercedes Zurro, L. Ge, S. R. Harutyunyan

XXVIII REUNIÓN BIENAL del Grupo Especializado de Química Orgánica

Granada, 1 July

– Póster:
· Photocatalytic synthesis of a-chloro- and a-hydroxy b-sulfonylamides. Preparation of anticancer drug Bicalutamide
Sergio Torres, Mercedes Zurro, Estíbaliz Merino

– Póster:
· Preparation of 5-aryl-3-trifluoromethylpyrazoles: one-pot metal-free transformation from styrenes and 2,2,2-trifluorodiazoethane
Julia Altarejos, David Sucunza, Juan José Vaquero, Estíbaliz Merino, Javier Carreras

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.