- The synthesis of complex organic compounds is generally based on the control of the reactivity of the different functional groups present in the substrate structure. However, considering the astonishing advances in organometallic chemistry, this logic has been greatly extended in recent years to the direct functionalization of C–H bonds that were previously considered non-reactive.
Selected publications of this research line:
- Pd-Catalyzed ẟ-C(sp3)−H Thiolation of Amino Acid Derivatives.
Andrés García-Viada, Celia Sánchez-González, Mario Martínez-Mingo, Inés Alonso, Nuria Rodríguez, Juan C. Carretero
Adv. Synth. Cat. (2023) in press.
DOI: 10.1002/adsc.202300808 (2023).
2. Palladium-Catalyzed PIDA-Mediated δ-C(sp3)−H Acetoxylation of Amino Acid Derivatives: Overriding Competitive Intramolecular Amination.
Mario Martínez-Mingo, Andrés García-Viada, Daniel Sowa-Prendes, Inés Alonso, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Angew. Chem.Int. Ed. 61, e2022098 (2022).
3. Remote ortho-C–H functionalization via medium-sized cyclopalladation.
Mario Martínez-Mingo, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Chem. Commun. 58, 2034-2040 (2022).
DOI: 10.1039/D1CC05310H
4. Remote C(sp3)–H functionalization via catalytic cyclometallation: beyond five-membered ring metallacycle intermediates.
Mario Martínez-Mingo, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Org. Chem. Front. 8, 4914-4946 (2021).
DOI: 10.1039/D1QO00389E
5. Overcoming the Necessity of γ-Substitution in δ-C(sp3)–H Arylation: Pd-Catalyzed Derivatization of α-Amino Acids.
Mario Martínez-Mingo, Andrés Garcia-Viada, Inés Alonso, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
ACS Catal. 11, 5310 (2021).
6. Mechanistic Understanding Enables Chemoselective sp3 over sp2 C–H Activation in Pd-Catalyzed Carbonylative Cyclization of Amino Acids.
Mario Martínez-Mingo, Inés Alonso, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Catal. Sci. Technol. 11, 1590–1601 (2021).
DOI: 10.1039/D0CY02328K
7. Access to Benzazepinones by Pd-Catalyzed Remote C–H Carbonylation of γ-Arylpropylamine Derivatives.
Mario Martínez Mingo, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Org. Lett. 21, 4345–4349(2019).
DOI: 10.1021/acs.orglett.9b01523
8. Rhodium-Catalyzed Copper-Assisted Intermolecular Domino C–H Annulation of 1,3-Diynes with Picolinamides: Access to Pentacyclic π-Extended Systems.
Ángel Manu Martínez, Inés Alonso, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Chem. Eur. J. 25, 5733–5742 (2019).Hot Paper
9. Cobalt-catalyzed ortho-C−H functionalization/alkyne annulation of benzylamine derivatives: Access to dihydroisoquinolines.
Ángel Manu Martínez, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Chem. Eur. J. 23, 11669-1676 (2017). Hot Paper
10. Palladium-catalyzed carbonylative cyclization of amines via γ-C(sp3)–H activation: Late-stage diversification of amino acids and peptides.
Elier Hernando, Julia Villalba, Ángel Manu Martínez, Inés Alonso, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
ACS Catal. 6, 6868-6882 (2016).
11. Rh(I)/Rh(III) catalyst-controlled divergent aryl/heteroaryl C−H bond functionalization of picolinamides with alkynes.
Ángel Manu Martínez, Javier Echavarren, Inés Alonso, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Chem Sci. 6,5802-5814 (2015).
DOI: 10.1039/c5sc01885d
12. Copper-catalyzed nitration of protected anilines.
Elier Hernando, Rafael Castillo, Nuria Rodríguez, Ramón Gómez Arrayás, Juan C. Carretero
Chem. Eur. J. 20, 13854-13859 (2015). Frontispiece.
13. Synthesis of alkylidene pyrrolo[3,4-b]pyridin-7-one derivatives via Rh(III)-catalyzed cascade oxidative alkenylation/annulation of picolinamides.
Ángel Manu Martínez, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Chem. Commun. 50, 6105-6107 (2014).
DOI: 10.1039/C4CC02322F
14. Copper-catalyzed ortho-C−H amination of proteced anilines with secondary amines. Ángel Manu Martínez, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Chem. Commun. 50, 2801-2803 (2014).
DOI: 10.1039/C3CC49633C
15. Copper-catalyzed ortho-halogenation of protected anilines using oxygen as oxidant.
Beatriz Urones, Ángel Manu Martínez, Nuria Rodríguez, Ramón Gómez-Arrayás, Juan C. Carretero
Chem. Comm. 49, 11044-11046 (2013).
DOI: 10.1039/C3CC47174H
16. Palladium-catalyzed N-(2-pyridyl)sulfonyl-directed C(sp3)−H γ-arylation of amino acid derivatives.
Nuria Rodríguez, Jose Antonio Romero-Revilla, Maria Ángeles Fernández-Ibáñez, Juan C. Carretero
Chem Sci. 4,175-179 (2013).
DOI: 10.1039/C2SC21162A