Non-covalent organocatalyzed enantioselective cyclization reactions of α,β-unsaturated imines

• Sergio Torres-Oya and
• Mercedes Zurro

Beilstein J. Org. Chem. 2024, 20, 3221–3255, doi:10.3762/bjoc.20.268

• Sergio Torres-Oya Mercedes Zurro Departamento de Química Orgánica y Química Inorgánica, Instituto de Investigación Química “Andrés M. del Río” (IQAR), Universidad de Alcalá (IRYCIS), 28805 Madrid, Spain 10.3762/bjoc.20.268 Abstract Asymmetric cycloaddition is a straightforward strategy which

Synthesis of the 1,5-disubstituted tetrazole-methanesulfonylindole hybrid system via high-order multicomponent reaction

• Cesia M. Aguilar-Morales,
• América A. Frías-López,
• Nadia V. Emilio-Velázquez,
• Alejandro Islas-Jácome,
• Angelica Judith Granados-López,
• Jorge Gustavo Araujo-Huitrado,
• Yamilé López-Hernández,
• Hiram Hernández-López,
• Luis Chacón-García,
• Jesús Adrián López and
• Carlos J. Cortés-García

Beilstein J. Org. Chem. 2024, 20, 3077–3084, doi:10.3762/bjoc.20.256

• e Innovación del Estado de Michoacán de Ocampo (ICTI-PICIR23-024) and CIC-UMSNH (18104).

Negishi-coupling-enabled synthesis of α-heteroaryl-α-amino acid building blocks for DNA-encoded chemical library applications

• Matteo Gasparetto,
• Balázs Fődi and
• Gellért Sipos

Beilstein J. Org. Chem. 2024, 20, 1922–1932, doi:10.3762/bjoc.20.168

• heteroaromatic halides. The reaction sequence utilizes a photochemically enhanced Negishi cross-coupling as a key step, followed by oximation and reduction. The prepared amino esters were validated for on-DNA reactivity via a reverse amidation–hydrolysis–reverse amidation protocol. Keywords: amino acids; DEL

• ; flow chemistry; Negishi; on-DNA chemistry; Introduction DNA-encoded chemical library (DEL) technology is a powerful tool for hit identification [1][2]. DELs are chemically synthesized libraries in which every member is covalently attached to a unique DNA sequence serving as a molecular “barcode” [3

• ]. The success of this technology ultimately relies on the quality and diversity of the libraries. DEL synthesis must employ DNA-compatible reactions; hence it operates under a limited set of conditions [4][5]. DELs are typically produced via split-and-pool combinatorial chemistry methods. Using

The Groebke–Blackburn–Bienaymé reaction in its maturity: innovation and improvements since its 21st birthday (2019–2023)

• Cristina Martini,
• Muhammad Idham Darussalam Mardjan and
• Andrea Basso

Beilstein J. Org. Chem. 2024, 20, 1839–1879, doi:10.3762/bjoc.20.162

• -aminoimidazole scaffold prevented the GBB reaction to occur [52]. As it has already been described, DNA encoded GBB adducts can be effectively used in DEL screening techniques. Hwang et al. incorporated 2-amino-6-chloropyrimidine-4-carboxylic acid into a DNA sequence, reacted the resulting conjugate 51 through a

Regio- and stereochemical stability induced by anomeric and gauche effects in difluorinated pyrrolidines

• Ana Flávia Candida Silva,
• Francisco A. Martins and
• Matheus P. Freitas

Beilstein J. Org. Chem. 2024, 20, 1572–1579, doi:10.3762/bjoc.20.140

• performed for the gas-phase-optimized geometry at the same level of theory, utilizing the DEL (NOSTAR) keyword to discern Lewis- and non-Lewis-type contributions to the total electronic energy, alongside individual electronic delocalization interactions. The calculations were all performed using the

NMRium: Teaching nuclear magnetic resonance spectra interpretation in an online platform

• Luc Patiny,
• Hamed Musallam,
• Alejandro Bolaños,
• Michaël Zasso,
• Julien Wist,
• Metin Karayilan,
• Eva Ziegler,
• Johannes C. Liermann and
• Nils E. Schlörer

Beilstein J. Org. Chem. 2024, 20, 25–31, doi:10.3762/bjoc.20.4

• Department, Universidad del Valle, Cali 76001, Colombia Australian National Phenome Center, and Center for Computational and Systems Medicine, Health Futures Institute, Murdoch University, Harry Perkins Building, Perth WA6150, Australia Department of Chemistry, Case Western Reserve University (CWRU

Acetaldehyde in the Enders triple cascade reaction via acetaldehyde dimethyl acetal

• Alessandro Brusa,
• Debora Iapadre,
• Maria Edith Casacchia,
• Alessio Carioscia,
• Giuliana Giorgianni,
• Giandomenico Magagnano,
• Fabio Pesciaioli and
• Armando Carlone

Beilstein J. Org. Chem. 2023, 19, 1243–1250, doi:10.3762/bjoc.19.92

• Superiore di Pavia, Palazzo del Broletto, Piazza della Vittoria, 15, 27100, Pavia, Italy INSTM, Consorzio Nazionale per la Scienza e Tecnologia dei Materiali, RU L’Aquila, Italy 10.3762/bjoc.19.92 Abstract Asymmetric organocatalyzed multicomponent reactions represent an important toolbox in the field of

Computational studies of Brønsted acid-catalyzed transannular cycloadditions of cycloalkenone hydrazones

• Manuel Pedrón,
• Jana Sendra,
• Irene Ginés,
• Tomás Tejero,
• Jose L. Vicario and
• Pedro Merino

Beilstein J. Org. Chem. 2023, 19, 477–486, doi:10.3762/bjoc.19.37

• Manuel Pedron Jana Sendra Irene Gines Tomas Tejero Jose L. Vicario Pedro Merino Instituto de Biocomputación y Física de Sistemas Complejos (BIFI), Universidad de Zaragoza, 50009 Zaragoza, Spain Departamento de Química Orgánica e Inorgánica, Universidad del País Vasco (UPV/EHU) P.O. Box 644, 48080

First example of organocatalysis by cathodic N-heterocyclic carbene generation and accumulation using a divided electrochemical flow cell

• Daniele Rocco,
• Ana A. Folgueiras-Amador,
• Richard C. D. Brown and
• Marta Feroci

Beilstein J. Org. Chem. 2022, 18, 979–990, doi:10.3762/bjoc.18.98

• per l’Ingegneria, Sapienza University, via del Castro Laurenziano, 7, 00161, Rome, Italy 10.3762/bjoc.18.98 Abstract In this paper we present the first electrochemical generation of NHC carried out in a divided flow cell. The flow cell operated in the recycle mode. The need for a divided cell derived

Biological properties and conformational studies of amphiphilic Pd(II) and Ni(II) complexes bearing functionalized aroylaminocarbo-N-thioylpyrrolinate units

• Samet Poyraz,
• Samet Belveren,
• Sabriye Aydınoğlu,
• Mahmut Ulger,
• Abel de Cózar,
• Maria de Gracia Retamosa,
• Jose M. Sansano and
• H. Ali Döndaş

Beilstein J. Org. Chem. 2021, 17, 2812–2821, doi:10.3762/bjoc.17.192

• , Çukurova University, Balcalı 01330, Adana, Turkey Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Mersin University, Yenisehir, 33169 Mersin, Turkey Departamento de Química Orgánica I, Facultad de Química. Universidad del País Vasco/Euskal Herriko Unibertsitatea UPV/EHU, Centro de

Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B

• Emmanuel T. Oluwabusola,
• Olusoji O. Adebisi,
• Fernando Reyes,
• Kojo S. Acquah,
• Mercedes De La Cruz,
• Larry L. Mweetwa,
• Joy E. Rajakulendran,
• Digby F. Warner,
• Deng Hai,
• Rainer Ebel and
• Marcel Jaspars

Beilstein J. Org. Chem. 2021, 17, 2390–2398, doi:10.3762/bjoc.17.156

• Microbiology, Faculty of Life Sciences, University of Ilorin, Kwara State, Ilorin, Nigeria Fundación MEDINA, Centro de Excelencia en Investigación de Medicamentos Innovadores en Andalucía, Avenida del Conocimiento 34, Parque Tecnoloógico de Ciencias de la Salud, E-18016 Granada, Spain Wellcome Centre for

Icilio Guareschi and his amazing “1897 reaction”

• Gian Cesare Tron,
• Alberto Minassi,
• Giovanni Sorba,
• Mara Fausone and
• Giovanni Appendino

Beilstein J. Org. Chem. 2021, 17, 1335–1351, doi:10.3762/bjoc.17.93

• Gian Cesare Tron Alberto Minassi Giovanni Sorba Mara Fausone Giovanni Appendino Dipartimento di Scienze del Farmaco, Università degli Studi del Piemonte Orientale, Largo Donegani 2, 28100 Novara, Italy Sistema Museale di Ateneo, Archivio Scientifico e Tecnologico dell'Università di Torino, C.so

• (Farmacopea Ufficiale del Regno d’Italia), which appeared only in 1892, three decades after the unification of Italy. Guareschi next produced a more than 1000-pages-long commentary on the Pharmacopoeia, where all the entries are discussed in detail, presumably using the material used to elaborate the

Valorisation of plastic waste via metal-catalysed depolymerisation

• Francesca Liguori,
• Carmen Moreno-Marrodán and
• Pierluigi Barbaro

Beilstein J. Org. Chem. 2021, 17, 589–621, doi:10.3762/bjoc.17.53

• Francesca Liguori Carmen Moreno-Marrodan Pierluigi Barbaro Consiglio Nazionale delle Ricerche, Istituto di Chimica dei Composti Organo Metallici, Via Madonna del Piano 10, 50019 Sesto Fiorentino, Firenze, Italy 10.3762/bjoc.17.53 Abstract Metal-catalysed depolymerisation of plastics to reusable

A new and efficient methodology for olefin epoxidation catalyzed by supported cobalt nanoparticles

• Lucía Rossi-Fernández,
• Viviana Dorn and
• Gabriel Radivoy

Beilstein J. Org. Chem. 2021, 17, 519–526, doi:10.3762/bjoc.17.46

• Lucia Rossi-Fernandez Viviana Dorn Gabriel Radivoy INQUISUR-CONICET, Departamento de Química, Universidad Nacional del Sur, Avenida Alem 1253, Bahía Blanca, B8000CPB, Argentina 10.3762/bjoc.17.46 Abstract A new heterogeneous catalytic system consisting of cobalt nanoparticles (CoNPs) supported on

• Investigaciones Científicas y Técnicas (CONICET, PIP-2011-11220100100268), Agencia Nacional de Promoción Científica y Tecnológica (ANPCyT, Prest. BID, PICT-2014-2171) and Universidad Nacional del Sur (UNS, PGI 24/Q072) from Argentina. L.R.F. thanks the CONICET for a doctoral fellowship.

Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents

• Paola Vitale,
• Luciana Cicco,
• Ilaria Cellamare,
• Filippo M. Perna,
• Antonio Salomone and
• Vito Capriati

Beilstein J. Org. Chem. 2020, 16, 1915–1923, doi:10.3762/bjoc.16.158

• Paola Vitale Luciana Cicco Ilaria Cellamare Filippo M. Perna Antonio Salomone Vito Capriati Dipartimento di Farmacia-Scienze del Farmaco, Università di Bari “Aldo Moro”, Consorzio C.I.N.M.P.I.S., Via E. Orabona 4, I-70125 Bari, Italy Dipartimento di Scienze e Tecnologie Biologiche ed Ambientali

• , Università del Salento, Prov.le Lecce-Monteroni, 73100 Lecce, Italy Dipartimento di Chimica, Università di Bari “Aldo Moro”, Via E. Orabona 4, I-70125 Bari, Italy 10.3762/bjoc.16.158 Abstract We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized

Photocatalyzed syntheses of phenanthrenes and their aza-analogues. A review

• Alessandra Del Tito,
• Havall Othman Abdulla,
• Davide Ravelli,
• Stefano Protti and
• Maurizio Fagnoni

Beilstein J. Org. Chem. 2020, 16, 1476–1488, doi:10.3762/bjoc.16.123

• Alessandra Del Tito Havall Othman Abdulla Davide Ravelli Stefano Protti Maurizio Fagnoni Photogreen Lab, Department of Chemistry, University of Pavia, Viale Taramelli 12, 27100 Pavia, Italy Chemistry Department, College of Science, Salahaddin University, Erbil, Iraq 10.3762/bjoc.16.123 Abstract

Synthesis, antiinflammatory activity, and molecular docking studies of bisphosphonic esters as potential MMP-8 and MMP-9 inhibitors

• Abimelek Cortes-Pacheco,
• María Adelina Jiménez-Arellanes,
• Francisco José Palacios-Can,
• José Antonio Valcarcel-Gamiño,
• Rodrigo Said Razo-Hernández,
• María del Carmen Juárez-Vázquez,
• Adolfo López-Torres and
• Oscar Abelardo Ramírez-Marroquín

Beilstein J. Org. Chem. 2020, 16, 1277–1287, doi:10.3762/bjoc.16.108

• Abimelek Cortes-Pacheco Maria Adelina Jimenez-Arellanes Francisco Jose Palacios-Can Jose Antonio Valcarcel-Gamino Rodrigo Said Razo-Hernandez Maria del Carmen Juarez-Vazquez Adolfo Lopez-Torres Oscar Abelardo Ramirez-Marroquin Instituto de Química Aplicada, Universidad del Papaloapan. Tuxtepec

• , 68301, Mexico Unidad de Investigación Médica (UIM) en Farmacología, UMAE Hospital de Especialidades, Centro Médico Nacional Siglo XXI (CMN-SXXI), Instituto Mexicano del Seguro Social (IMSS). Av. Cuauhtémoc 330, Col. Doctores 06720, Ciudad de México (CdMx), Mexico Centro de Investigación en Dinámica

• Celular, Universidad Autónoma del Estado de Morelos Avenida Universidad 1001, Chamilpa, 62210 Cuernavaca, Morelos, Mexico 10.3762/bjoc.16.108 Abstract Bisphosphonic acids (or bisphosphonates) have been successfully used in the clinic treatment of bone diseases for over decades. Additionally, the

Regioselectivity of glycosylation reactions of galactose acceptors: an experimental and theoretical study

• Enrique A. Del Vigo,
• Carlos A. Stortz and
• Carla Marino

Beilstein J. Org. Chem. 2019, 15, 2982–2989, doi:10.3762/bjoc.15.294

• Enrique A. Del Vigo Carlos A. Stortz Carla Marino Universidad de Buenos Aires, Facultad de Ciencias Exactas y Naturales, Consejo Nacional de Investigaciones Científicas y Técnicas, Centro de Investigaciones en Hidratos de Carbono (CIHIDECAR), Departamento de Química Orgánica, Pab. 2, Ciudad

Transient and intermediate carbocations in ruthenium tetroxide oxidation of saturated rings

• Manuel Pedrón,
• Laura Legnani,
• Maria-Assunta Chiacchio,
• Pierluigi Caramella,
• Tomás Tejero and
• Pedro Merino

Beilstein J. Org. Chem. 2019, 15, 1552–1562, doi:10.3762/bjoc.15.158

• Manuel Pedron Laura Legnani Maria-Assunta Chiacchio Pierluigi Caramella Tomas Tejero Pedro Merino Instituto de Biocomputación y Física de Sistemas Complejos (BIFI), Campus San Francisco, Universidad de Zaragoza, 50009 Zaragoza, Spain Dipartimento di Scienze del Farmaco, University of Catania, V.le

Reaction of oxiranes with cyclodextrins under high-energy ball-milling conditions

• László Jicsinszky,
• Federica Calsolaro,
• Katia Martina,
• Fabio Bucciol,
• Maela Manzoli and
• Giancarlo Cravotto

Beilstein J. Org. Chem. 2019, 15, 1448–1459, doi:10.3762/bjoc.15.145

• Laszlo Jicsinszky Federica Calsolaro Katia Martina Fabio Bucciol Maela Manzoli Giancarlo Cravotto Dipartimento di Scienza e Tecnologia del Farmaco, University of Turin, via P. Giuria 9, 10125 Turin, Italy 10.3762/bjoc.15.145 Abstract This work presents a proof of concept for a green cyclodextrin

Anomeric sugar boronic acid analogues as potential agents for boron neutron capture therapy

• Daniela Imperio,
• Erika Del Grosso,
• Silvia Fallarini,
• Grazia Lombardi and
• Luigi Panza

Beilstein J. Org. Chem. 2019, 15, 1355–1359, doi:10.3762/bjoc.15.135

• Daniela Imperio Erika Del Grosso Silvia Fallarini Grazia Lombardi Luigi Panza Department of Pharmaceutical Sciences, Università del Piemonte Orientale, Largo Donegani 2, 28100 Novara, Italy 10.3762/bjoc.15.135 Abstract After the development of accelerators as neutron source, the access to new

Remarkable effect of alkynyl substituents on the fluorescence properties of a BN-phenanthrene

• Alberto Abengózar,
• David Sucunza,
• Patricia García-García and
• Juan J. Vaquero

Beilstein J. Org. Chem. 2019, 15, 1257–1261, doi:10.3762/bjoc.15.122

• Alberto Abengozar David Sucunza Patricia Garcia-Garcia Juan J. Vaquero Departamento de Química Orgánica y Química Inorgánica, Instituto de Investigación Química “Andrés M. del Río” (IQAR), Universidad de Alcalá, 28871-Alcalá de Henares, Madrid, Spain 10.3762/bjoc.15.122 Abstract A series of BN

Ugi reaction-derived prolyl peptide catalysts grafted on the renewable polymer polyfurfuryl alcohol for applications in heterogeneous enamine catalysis

• Alexander F. de la Torre,
• Gabriel S. Scatena,
• Oscar Valdés,
• Daniel G. Rivera and
• Márcio W. Paixão

Beilstein J. Org. Chem. 2019, 15, 1210–1216, doi:10.3762/bjoc.15.118

• , Universidade Federal de São Carlos, São Carlos, SP, 97105-900, Brazil Vicerrectoria de Investigación y Postgrado, Universidad Católica del Maule, Talca 3460000, Chile Center for Natural Products Research, Faculty of Chemistry, University of Havana, Zapata y G, 10400, La Habana, Cuba 10.3762/bjoc.15.118

Catalyst-free assembly of giant tris(heteroaryl)methanes: synthesis of novel pharmacophoric triads and model sterically crowded tris(heteroaryl/aryl)methyl cation salts

• Rodrigo Abonia,
• Luisa F. Gutiérrez,
• Braulio Insuasty,
• Jairo Quiroga,
• Kenneth K. Laali,
• Chunqing Zhao,
• Gabriela L. Borosky,
• Samantha M. Horwitz and
• Scott D. Bunge

Beilstein J. Org. Chem. 2019, 15, 642–654, doi:10.3762/bjoc.15.60

• Rodrigo Abonia Luisa F. Gutierrez Braulio Insuasty Jairo Quiroga Kenneth K. Laali Chunqing Zhao Gabriela L. Borosky Samantha M. Horwitz Scott D. Bunge Research Group of Heterocyclic Compounds (GICH), Department of Chemistry, Universidad del Valle, A. A. 25360, Cali, Colombia Department of

• Universidad del Valle for financial support—Project Numbers 110665842661 and CI-71111. L.G. specially thanks COLCIENCIAS for her “Joven Investigador” fellowship award. K.K.L. thanks the University of North Florida for the outstanding faculty scholarship and presidential professorship awards, as well as

Synthesis of indolo[1,2-c]quinazolines from 2-alkynylaniline derivatives through Pd-catalyzed indole formation/cyclization with N,N-dimethylformamide dimethyl acetal

• Antonio Arcadi,
• Sandro Cacchi,
• Giancarlo Fabrizi,
• Francesca Ghirga,
• Antonella Goggiamani,
• Antonia Iazzetti and
• Fabio Marinelli

Beilstein J. Org. Chem. 2018, 14, 2411–2417, doi:10.3762/bjoc.14.218

• Antonio Arcadi Sandro Cacchi Giancarlo Fabrizi Francesca Ghirga Antonella Goggiamani Antonia Iazzetti Fabio Marinelli Dipartimento di Scienze Fisiche e Chimiche, Università di L’Aquila, Via Vetoio, 671010 Coppito (AQ), Italy Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza, Università di