Preprints

Data-Driven Identification of Metal-free Orthogonal Bioorthogonal Cycloaddition Pairs

Joao M. J. M. Ravasco, Jaime A. S. Coelho

ChemRxiv 2022

Peer Reviewed Journal Articles

Upgrading furanic platforms to α-enaminones: tunable continuous flow hydrogenation of bio-based cyclopentenones

Lídia A. S. Cavaca, Jaime A. S. Coelho, Susana D. Lucas, Rui M. S. Loureiro, Rafael F. A. Gomes, Carlos A. M. Afonso

React. Chem. Eng., 2022

Detection of Few Hydrogen Peroxide Molecules using Self-Reporting Fluorescent Nanodiamond Quantum Sensors

Yingke Wu, Priyadharshini Balasubramanian, Zhenyu Wang, Jaime A. S. Coelho, Mateja Prslja, Martin B. Plenio, Fedor Jelezko, Tanja Weil

J. Am. Chem. Soc., 2022, 144, 12642–12651

+ ChemRxiv

Tandem Thio-Michael Addition/Remote Lactone Activation of 5-Hydroxymethylfurfural-Derived δ-Lactone-Fused Cyclopentenones

Rafael F. A. Gomes, Joao M. J. M. Ravasco, Késsia H. S. Andrade, Jaime A. S. Coelho, Rui Moreira, Rafael Oliveira, Fátima Nogueira, Carlos A. M. Afonso

ChemSusChem, 2022, 15, e202102204 (VIP)

Hypervalent Iodine(III) Reagents with Transferable Primary Amines: Structure and Reactivity on the Electrophilic α-Amination of Stabilized Enolates

Diogo L. Poeira, Ana Cláudia R. Negrão, Hélio Faustino, Jaime A. S. Coelho, Clara S. B. Gomes, Pedro M. P. Gois, M. Manuel B. Marques

Org. Lett., 2022, 24, 2, 776–781

Dual Stimuli-Responsive Dynamic Covalent Peptide Tags: Toward Sequence-Controlled Release in Tumor-like Microenvironments

Maksymilian M. Zegota, Michael A. Müller, Bellinda Lantzberg, Gönül Kizilsavas, Jaime A. S. Coelho, Pierpaolo Moscariello, María Martínez-Negro, Svenja Morsbach, Pedro M. P. Gois, Manfred Wagner, David Y. W. Ng, Seah Ling Kuan, and Tanja Weil

J. Am. Chem. Soc., 2021, 143, 17047–17058

+ ChemRxiv

PEG-Supported Hypervalent Iodine Reagent for Sulfonamide Synthesis

João Macara, Diogo L. Poeira, Jaime A. S. Coelho, M. Manuel B. Marques

Synlett, 2021, 32, 1730–1734

Synthesis of Non-symmetrical Dispiro 1,2,4,5-Tetraoxanes and 1,2,4-Trioxanes Catalyzed by Silica Sulfuric Acid

Patrícia S. M. Amado, Luís M. T. Frija, Jaime A. S. Coelho, Paul M. O'Neill, Maria L. S. Cristiano

J. Org. Chem., 2021, 86, 10608–10620

Efficient Amino-Sulfhydryl Stapling on Peptides and Proteins Using Bifunctional NHS-Activated Acrylamides

Maria J. S. A. Silva, Hélio Faustino, Jaime A. S. Coelho, Maria V. Pinto, Adelaide Fernandes, Ismael Compañón, Francisco Corzana, Gilles Gasser, Pedro M. P. Gois

Angew. Chem. Int. Ed., 2021, 60, 10850-10857

Securing a furan‐based biorefinery: disclosing the genetic basis of the degradation of hydroxymethylfurfural and its derivatives in the model fungus Aspergillus nidulans

Celso Martins, Diego O. Hartmann, Adélia Varela, Jaime A. S. Coelho, Pedro Lamosa, Carlos A. M. Afonso, Cristina S. Pereira

Microb. Biotechnol., 2020, 13, 1983-1996

Predictive Multivariate Models for Bioorthogonal Inverse-Electron Demand Diels-Alder Reactions

Joao M. J. M. Ravasco, Jaime A. S. Coelho

J. Am. Chem. Soc., 2020, 142, 9, 4235-4241

Enantioselective Kinetic Resolution/Desymmetrization of para-Quinols: A Case Study in Boronic-Acid-Directed Phosphoric Acid Catalysis

Banruo Huang, Ying He, Mark D. Levin, Jaime A. S. Coelho, Robert G. Bergman, F. Dean Toste

Adv. Synth. Catal., 2020, 362, 295-301

Solvent-free Synthesis of 2,5-Bis((dimethylamino)methylene)cyclopentanone

Inês S. Martins, Jaime A. S. Coelho

Methods and Protocols, 2019, 2, 69

Sequence Programming with Dynamic Boronic Acid/Catechol Binary Codes

Marco Hebel, Andreas Riegger, Jasmina Gačanin, Maksymilian Zegota, Michaela Pieszka, Thorsten Lückerath, Jaime A. S. Coelho, Manfred Wagner, Pedro M. P. Gois, David Y. W. Ng, Tanja Weil

J. Am. Chem. Soc., 2019, 141, 14026-14031

Synthesis and reactivity/stability study of double-functionalizable strained trans-cyclooctenes for tetrazine bioorthogonal reactions

Joao M. J. M. Ravasco, Jaime A. S. Coelho, Alexandre F. Trindade, Carlos A. M. Afonso

Pure Appl. Chem., 2019, 92, 15-23

Hypervalent Iodine Mediated Sulfonamide Synthesis

Diogo L. Poeira, João Macara, Hélio Faustino, Jaime A. S. Coelho, Pedro M. P. Gois, M. Manuel B. Marques

Eur. J. Org. Chem., 2019, 2695

Direct Conversion of Activated 5-Hydroxymethylfurfural into δ-Lactone-fused Cyclopentenones

Rafael F. A. Gomes, Jaime A. S. Coelho, Carlos A. M. Afonso

ChemSusChem, 2019, 12, 420-425 (VIP)

Enantioselective fluorination of homoallylic alcohols enabled by the tuning of non-covalent interactions

Jaime A. S. Coelho, Akira Matsumoto, Manuel Orlandi, Margaret J. Hilton, Matthew S. Sigman, F. Dean Toste

Chem. Sci., 2018, 9, 7153-7158

Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis

Lídia A. S. Cavaca, Catarina A. B. Rodrigues, Svilen P. Simeonov, Rafael F. A. Gomes, Jaime A. S. Coelho, Gustavo P. Romanelli, Angel G. Sathicq, José J. Martínez, Carlos A. M. Afonso

ChemSusChem, 2018, 11, 2300-2305

Modern Approaches for Asymmetric Construction of Carbon-Fluorine Quaternary Stereogenic Centers; Synthetic Challenges and Pharmaceutical Needs

Yi Zhu, Jianlin Han, Jiandong Wang, Norio Shibata, Mikiko Sodeoka, Vadim Soloshonok, Jaime A. S. Coelho, F. Dean Toste

Chem. Rev., 2018, 118, 3887-3964

Synthesis and applications of Stenhouse salts and derivatives

Rafael F. A. Gomes, Jaime A. S. Coelho, Carlos A. M. Afonso

Chem. Eur. J., 2018, 24, 9170-9186 (Review)

Copper(II) triflates as reusable catalyst for the synthesis of trans-4,5-diamino-cyclopent-2-enones in water

Rafael F. A. Gomes, Nuno R. Esteves, Jaime A. S. Coelho, Carlos A. M. Afonso

J. Org. Chem., 2018, 83, 7509-7513

Parameterization of Noncovalent Interactions for Transition State Interrogation Applied to Asymmetric Catalysis

Manuel Orlandi, Jaime A. S. Coelho, Margaret J. Hilton, F. Dean Toste, Matthew S. Sigman

J. Am. Chem. Soc., 2017, 139, 6803-6806

Oxidation of 5-Chloromethylfurfural (CMF) to 2,5-Diformylfuran (DFF)

Ana I. Vicente, Jaime A. S. Coelho, Svilen P. Simeonov, Hristina I. Lazarova, Margarita D. Popova and Carlos A. M. Afonso

Molecules, 2017, 22, 329

Bifunctional Cr3+ modified ion exchange resins as efficient reusable catalysts for the production and isolation of 5-hydroxymethylfurfural from glucose

Joao M. J. M. Ravasco, Jaime A. S. Coelho, Svilen P. Simeonov, Carlos A. M. Afonso

RSC Adv., 2017, 7, 7555-7559

Evaluating the toxicity of biomass derived platform chemicals

Sónia P. M. Ventura, Paulo de Morais, Jaime A. S. Coelho, Tânia Sintra, João A. P. Coutinho, Carlos A. M. Afonso

Green Chem., 2016, 18, 4733-4742

Synthesis of 5-(hydroxymethyl)furfural

Svilen P. Simeonov, Jaime A. S. Coelho, Carlos A. M. Afonso

Org. Synth., 2016, 93, 29-36

Synthesis of Symmetric Bis(N‑alkylaniline)triarylmethanes via Friedel−Crafts-Catalyzed Reaction between Secondary Anilines and Aldehydes

Rafael F. A. Gomes, Jaime A. S. Coelho, Raquel F. M. Frade, Alexandre F. Trindade, Carlos A. M. Afonso

J. Org. Chem., 2015, 80, 10404-10411

Trienamines derived from 5-substituted furfurals: remote ε-functionalization of 2,4-dienals

Jaime A. S. Coelho, Alexandre F. Trindade, Raquel F. M. Frade, Vânia André, M. Teresa Duarte, Luis F. Veiros, Carlos A. M. Afonso

Org. Biom. Chem., 2014, 12, 9324-9328

An emerging platform from renewable resources: selection guidelines for human exposure of furfural-related compounds

Raquel F. M. Frade, Jaime A. S. Coelho, Svilen P. Simeonov, Carlos A. M. Afonso

Toxicol. Res., 2014, 3, 311-314

NHC-catalysed direct addition of HMF to diazo compounds: synthesis of acyl hydrazones with antitumor activity

João P. M. António, Raquel F. M. Frade, Fábio M. F. Santos, Jaime A. S. Coelho, Carlos A. M. Afonso, Pedro M. P. Gois, Alexandre F. Trindade

RSC Adv., 2014, 4, 29352-29356

N-Heterocyclic Carbene Dirhodium(II) Complexes as Catalysts for Allylic and Benzylic Oxidations

Jaime A. S. Coelho, Alexandre F. Trindade, Riccardo Wanke, Bruno G. M. Rocha, Luis F. Veiros, Pedro M. P. Gois, Armando J. L. Pombeiro, Carlos A. M. Afonso

Eur. J. Org. Chem., 2013, 1471-1478

Integrated Chemo-Enzymatic Production of 5-Hydroxymethylfurfural from Glucose

Svilen P. Simeonov, Jaime A. S. Coelho, Carlos A. M. Afonso

ChemSusChem, 2013, 6, 997-1000

An Integrated Approach for the Production and Isolation of 5-Hydroxymethylfurfural from Carbohydrates

Svilen P. Simeonov, Jaime A. S. Coelho, Carlos A. M. Afonso

ChemSusChem, 2012, 5, 1388-1391

Fine Tuning of Dirhodium(II) Complexes: Exploring the Axial Modification

Alexandre F. Trindade, Jaime A. S. Coelho, Carlos A. M. Afonso, Luis F. Veiros, Pedro M. P. Gois

ACS Catal., 2012, 2, 370-383

Bringing an “Old” Biological Buffer to Coordination Chemistry: New 1D and 3D Coordination Polymers with [Cu4(Hbes)4] Cores for Mild Hydrocarboxylation of Alkanes

Alexander M. Kirillov, Jaime A. S. Coelho, Marina V. Kirillova, M. Fátima C. Guedes da Silva, Dmytro S. Nesterov, Katrin R. Gruenwald, Matti Haukka, Armando J. L. Pombeiro

Inorg. Chem., 2010, 49, 6390-6392

Book Editor

Comprehensive Organic Chemistry Experiments for the Laboratory Classroom, Royal Society of Chemistry 2016
Eds. Carlos A. M. Afonso, Robert Franzén, Bin Tan, Nuno R. Candeias, Dulce Simão, Alexandre Trindade and Jaime A. S. Coelho

ISBN 9781849739634

Book chapters

i) Preparation of 4,5-functionalized cyclopentenone via cyclization of Stenhouse adduct and ii) Regioselective catalytic transfer hydrogenation of citral,

Jaime A. S. Coelho and Carlos A. M. Afonso

Comprehensive Organic Chemistry Experiments for the Laboratory Classroom 2016, RSC Eds. Carlos A. M. Afonso, Robert Franzén, Bin Tan, Nuno R. Candeias, Dulce Simão, Alexandre Trindade and Jaime A. S. Coelho, ISBN 9781849739634. Link

Hidrogenação Catalítica e Regiosseletiva de Olefinas por Transferência de Hidrogénio, Exp. 27,

Carlos A. M. Afonso, Jaime A. S. Coelho and Filipe M. C. Menezes

100 Experiências de Química Orgânica, Lisbon, IST Press, 2011. Eds. Carlos A. M. Afonso, Dulce P. Simão, Luísa P. Ferreira, Maria E. S. Serra and Maria M. M. Raposo, ISBN: 978-989-8481-09-2. Link

Non-Peer Reviewed Journal Articles

Criando Diversidade Estrutural a Partir de Biomassa: de Furanos a Ciclopentenonas Complexas

Rafael F. A. Gomes, Nuno R. Esteves, Jaime A. S. Coelho, Svilen P. Simeonov, Carlos A. M. Afonso

Boletim da Sociedade Portuguesa de Química (SPQ), 2020, 44, 129

5-Hidroximetilfurfural: plataforma para obtenção de diversidade molecular

Alexandre F. Trindade, Jaime A. S. Coelho, Rafael F. A. Gomes, João P. M. António, Carlos A. M. Afonso

Boletim da Sociedade Portuguesa de Química (SPQ) (Portugal), 2019, 42, 236