• Diseño, desarrollo y aplicaciones sintéticas de nuevas metodologías utilizando reacciones de radicales libres.

• Uso de xantatos como fuente de radicales libres.

• Adición de radicales libres sobre sistemas aromáticos.

• Reacciones radical-oxidativas.

• Síntesis total de productos naturales.

• Reacciones de Multicomponentes.

• Síntesis Orientada a la Diversidad Estructural.

• Fotocatálisis.

ALUMNOS GRADUADOS
Doctorado       24
Maestría          38
Licenciatura     38

DISPONIBILIDAD PARA DIRIGIR TESIS DE LICENCIATURA, MAESTRIA Y DOCTORADO.

SE OFRECEN BECAS PARA REALIZAR TESIS DE LICENCIATURA

CURSOS IMPARTIDOS
Licenciatura:
Química Orgánica I (Teoría) Facultad de Química, UNAM.
Posgrado:
Reacciones de Radicales Libres. Programa de maestría y doctorado en ciencias químicas de la UNAM.
Fundamentos de Química Orgánica. Programa de maestría y doctorado en ciencias químicas de la UNAM.

• Premio Nacional de Química Andrés Manuel del Río en el área de Investigación, otorgado por la Sociedad Química de México, 2019.

• Cátedra de Investigación Marcos Moshinsky 2015 (Fundación Marcos Moshinsky).

• Reconocimiento: Distinción Universidad Nacional para Jóvenes Académicos, 2010. En el área de Ciencias Naturales (UNAM).

• Miembro del Sistema Nacional de Investigadores Nivel II. 

• Programa de Primas al Desempeño del Personal Académico de Tiempo Completo de la UNAM Nivel D (máximo nivel).

• Yazmin M. Osornio, Raymundo Cruz-Almanza, Vicente Jiménez-Montaño and Luis D. Miranda*. “Efficient, intermolecular, oxidative radical alkylation of heteroaromatic systems under tin-free conditions”. Chemical Communications, 2316-2317, (2003).

• Martha Menes-Arzate, Roberto Martínez, Raymundo Cruz-Almanza, Yazmin M. Osornio, Joseph M. Muchowski and Luis D. Miranda*. “Efficient, “Tin-Free” Radical Cyclization to Aromatic Systems. Synthesis of 5,6,8,9,10, 11-Hexahydro-indolo[2,1-a]isoquinolines”.. Journal of Organic Chemistry, 69, 4001, (2004).

• Laurent El Kaïm, L. Grimaud, Luis D. Miranda*, Emilie Vieu. “Ugi/xanthate cyclizations as a radical route to lactam scaffolds”. Tetrahedron Letters, 47, 8259-8261, (2006).

• Oscar Guadarrama-Morales, Francisco Méndez, Luis D. Miranda.* “Highly regioselective radical alkylation of 3-substituted pyrroles”. Tetrahedron Letters, 48, 4515-4518, (2007).

• Tannya R. Ibarra-Rivera, Rocio Gámez-Montaño, Luis D. Miranda*. “Efficient Oxidative Radical Spirolactamization”. Chemical Communications, 3485-3487, (2007).

• Germán López-Valdez, Simón Olguín-Uribe and Luis D. Miranda*. “Carbamoyl radicals from carbamoylxanthates: a facile entry into isoindolin-1-ones”. Tetrahedron Letters, 48, 8285-8289. (2007).

• Luis D. Miranda*. Joaquín González Marrero, Elihú Bautista, Emma Maldonado and Alfredo Ortega. “Microwave-assisted gold (I) catalyzed pyran ring opening in brevifloralactone: synthesis of the hawtriwaic acid core”.  Tetrahedron Letters, 50, 633-635 (2009).

• Paul E. Reyes-Gutiérrez, Rubén O. Torres-Ochoa, Roberto Martínez, and Luis D. Miranda*. “Synthesis of azepino [4, 5-b]indolones via an intermolecular radical oxidative substitution of N-Boc tryptamine”. Organic and Biomolecular Chemistry. 7, 1388-1396 (2009).

• Holber Zuleta-Prada, Luis D. Miranda*. “Synthesis of spiroindolenine derivatives by a tandem radical-oxidation process”. Tetrahedron Letters, 50, 53365339 (2009).

• Cristina Iuga, Simón Olguín Uribe, Luis D. Miranda and Annik Vivier-Bunge. “Selectivity in Radical Alkylation of Substituted Pyrroles”. International Journal of Quantum Chemistry, 110, 697-705, (2010).

• Mena-Rejón, Rivero-Chan, Simón Hernández-Ortega, Luis D. Miranda, Joaquín González Marrero*. Rapid access to ketones related to oleanolic and ursolic acids. Natural Product Research 2012, 26, 675-679.

• Luis A. Polindara G. and Luis D. Miranda*. Synthesis of the AB-DE rings system present in the alstoscholarine alkaloids. Synthesis-Stuttgart, 2012, 44, 1051-1056.

• Marco V. Mijangos, Joaquín González-Marrero* Luis D. Miranda,* Paulette Vincent-Ruz, Armando Lujan-Montelongo, Diana Olivera-Díaz, Elhiu Bautista, Alfredo Ortega,  María de la Luz Campos-González and Rocío Gámez-Montaño. Microwave-assisted c-3 selective oxidative radical alkylation of flavones. Organic & Biomolecular Chemistry 2012, 10 (15), 2946-2949. DOI: 10.1039/c2ob25249j.

• Luis A. Polindara-García and Luis D. Miranda.*  Two-step synthesis of 2,3-dihydropyrroles via a formal 5-endo cycloisomerization of ugi 4-cr/propargyl adducts. Organic Letters, 2012, 14 (21), 5408–5411. DOI: 10.1021/ol3024727.

• Raúl A. Gómez-Prado and Luis D. Miranda.* Concise total synthesis of hericerin natural product. Tetrahedron Letters, 2013 57, 2131–2132. DOI: 10.1016/j.tetlet.2013.02.027.

• Raúl Eduardo Gordillo-Cruz, Alejandro Islas-Jácome, Ángel Rentería-Gómez, Efrén Mera-Zambrano, Tannya Ibarra-Rivera, José Oscar Carlos Jiménez-Halla, Luis Demetrio Miranda-Gutiérrez, Rocío Gámez-Montaño.* Synthesis of benzo-fused spiropiperidines through a regioselective free radical-mediated cyclization as key step: a suitable alternative towards the lead σ-1 receptor ligand L-687384. Monatshefte für Chemie 2015. 146 (6), 987-995. DOI: 10.1007/s00706-014-1407-2. 

• Lizbeth Chávez-Acevedo and Luis D. Miranda.* Synthesis of novel tryptamine-based macrocycles using a Ugi 4-CR/microwave assisted click-cycloaddition reaction protocol. Organic & Biomolecular Chemistry 2015. 13, 4408–4412. DOI: 10.1039/c5ob00067j 

• Alejandra Millán-Ortiz, German López-Valdez, Fernando Cortez-Guzmán and Luis D. Miranda.* A novel carbamoyl radical based dearomatizing spiroacylation process. Chemical Communications, 2015, 51, 8345-8348. DOI: 10.1039/C4CC06192F.

• Luis D. Miranda,* Estefanía Icelo-Ávila, Ángel Rentería-Gómez, Michell Pila, and Joaquín G. Marrero. A C-3 selective direct alkylation of coumarins using a microwave-assisted xanthate-based radical reaction.  European Journal of Organic Chemistry. 2015, 4098–4101. DOI: 10.1002/ejoc.201500322.

• Ma. Carmen García–González, Eduardo Hernández-Vázquez, Raúl E. Gordillo-Cruz and Luis D. Miranda.* Ugi-derived dehydroalanines as a pivotal template in the diversity oriented synthesis of aza-polyheterocycles. Chemical Communications, 2015, 51, 11669-11672. DOI: 10.1039/c5cc02927a.

• Adriana Romo-Pérez, Luis D. Miranda,* and Abraham García.* Synthesis of N-methyl-5,6-dihydrobenzo[c]phenanthridine and its sp3 C(6)-H functionalization via oxidative cross-dehydrogenative coupling reactions. Tetrahedron Letters, 2015, 56  6669–6673. DOI: 10.1016/j.tetlet.2015.10.018. 

• Luis D. Miranda,* Eduardo Hernández-Vázquez. Multicomponent/palladium-catalyzed cascade entry to benzopyrrolizidine derivatives: Synthesis and Antioxidant Evaluation.  Journal of Organic Chemistry. 2015 80, 10611−10623. DOI: 10.1021/acs.joc.5b01742.

• Marco V. Mijangos and Luis D. Miranda.* Multicomponent access to indolo[3,3a-c]isoquinolin-3,6-diones: formal synthesis of (±)-plicamine. Organic and Bimolecular Chemistry 2016, 14, 3677-3680. DOI: 10.1039/c6ob00231e.

• Eduardo Hernández-Vázquez, Luis D. Miranda*. Practical synthesis and cytotoxic evaluation of the pyrazino[1,2-b]-isoquinoline ring system. Organic and Bimolecular Chemistry 2016, 14(21), 4875-4884. DOI: 10.1039/C6OB00431H. 

• Estefanía Icelo-Ávila, Yoarhy A. Amador-Sánchez, Luis A. Polindara-García, Luis D. Miranda*. Synthesis of 6-Methyl-3,4-dihydropyrazinones using a Ugi 4-CR/Allenamide Cycloisomerization Protocol. Organic and Bimolecular Chemistry 2017, 15, 360-372. DOI: 10.1039/c6ob02266a.

• Víctor M. Pérez, Daniela Fregoso-López and Luis D. Miranda*. Xanthate-based microwave-assisted C-H radical functionalization of caffeine, 1,3-dimethyluracil, and imidazo[1,2-a]pyridines. Tetrahedron Letters 2017, 58 (13), 1326–1329. DOI: 10.1016/j.tetlet.2017.02.050.

• Karell Pérez-Labrada, Marco A. Cruz-Mendoza, Alejandra Chávez-Riveros, Eduardo Hernández-Vázquez, Tomás Torroba and Luis D. Miranda*. Diversity-oriented synthesis and cytotoxic activity evaluation of biaryl-containing macrocycles. Organic and Bimolecular Chemistry 2017, 15,  2450–2458. DOI: 10.1039/C6OB02726A.

• Simón Olguín-Uribe, Marco V. Mijangos, Yoarhy A. Amador-Sánchez, Miguel A. Sánchez-Carmona and Luis D. Miranda*. Expedited synthesis of matrine analogues based on an oxidative cascade addition/double-cyclization radical process. European Journal of Organic Chemistry 2017, 2481–2485. DOI: 10.1002/ejoc.201700208.

• Mijangos, M.V.; Miranda, L.D.* A unified synthesis of topo- logically diverse Aspidosperma alkaloids through divergent iminium- trapping. Org. Biomol. Chem. 2018, 16, 9409-9419. http://doi.org/10.1039/c8ob02621a

• Hernández-Vázquez, E.*; Chávez-Riveros, A.; Nieto-Cama- cho, A.; Miranda, L.D.*A two-step multicomponent synthetic approach  and  anti-inflammatory  evaluation  of  N-substituted 2-oxopyrazines. ChemMedChem 2019, 14, 132-146. http://doi.org/10.1002/cmdc.201800634

• Chávez-Riveros, A.; Hernández-Vázquez, E.; Nieto-Cama- cho, A.; Ramírez-Apan, T.; Miranda, L.D.* Synthesis of di-phenylamine macrocycles and their anti-inflammatory effects. Org. Biomol. Chem. 2019, 17, 1423-1435.http://doi.org/10.1039/c8ob03121e

• Bejarano, C.A.; Díaz, J.E.; Camacho, J.; Flores-Bernal, G G.; Miranda, L.D.; Mejía, S.M.; Loaiza, A.E.* Study of the Mechanism of 7-exo-trig Cyclizations of Aryl, Vinyl, and Alkyl Radicals on Oxime Ethers. Eur. J. Org. Chem. 2024, 27(7), e202301148. https://doi.org/10.1002/ejoc.202301148.

• Flores-Bernal, G.G.; Miranda, L.D.* A Copper-Mediated Radical α-Heteroarylation of Nitriles with Azobis(alkylcarbonitriles). Org. Lett. 2024, 26(6), 1128-1133. https://doi.org/10.1021/acs.orglett.3c03727 [4.9]

• Gutiérrez-Márquez, R.A.; García-Ramírez, J.; Silva, A.L.; Miranda, L.D.* Synthesis of tetrahydropyrans via an intermolecular oxa-Michael/Michael stepwise cycloaddition. Tetrahedron Lett. 2024, 147, 155215. https://doi.org/10.1016/j.tetlet.2024.155215.

• Martínez-Zaldivar, A.; Flores-Bernal, GG; Alemán-Ponce de Leon, D.; Miranda, LD* Photoredox catalyzed radical conjugate addition to Ugi-derived dehydroalanines toward the synthesis of β-heteroaryl α-amino acids. Arkivoc 2024, 2, 1-14. https://doi.org/10.24820/ark.5550190.p012.111.