2026-04-22T15:07:27Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/60912022-11-10T11:59:12Zcom_10259_3596com_10259_5086com_10259_2604com_10259_3593col_10259_3597col_10259_3594

Hernández Ruiz, Raquel Rubio Presa, Rubén Suarez Pantiga, Samuel Pedrosa Sáez, María de los Remedios Fernández Rodríguez, Manuel A. Tapia Estévez, M" José Sanz Díez, Roberto 2021-11-04T09:48:41Z 2021-11-04T09:48:41Z 2021-09 1521-3765 http://hdl.handle.net/10259/6091 10.1002/chem.202102000 A catalytic domino reduction–imine formation– intramolecular cyclization–oxidation for the general synthesis of a wide variety of biologically relevant N-polyheterocycles, such as quinoxaline- and quinoline-fused derivatives, and phenanthridines, is reported. A simple, easily available, and environmentally friendly dioxomolybdenum(VI) complex has proven to be a highly efficient and versatile catalyst for transforming a broad range of starting nitroarenes involving several redox processes. Not only is this a sustainable, stepeconomical as well as air- and moisture-tolerant method, but also it is worth highlighting that the waste byproduct generated in the first step of the sequence is recycled and incorporated in the final target molecule, improving the overall synthetic efficiency. Moreover, selected indoloquinoxalines have been photophysically characterized in cyclohexane and toluene with exceptional fluorescence quantum yields above 0.7 for the alkyl derivatives. Junta de Castilla y León and FEDER (BU291P18 and BU049P20) and Ministerio de Economía y Competitividad (MINECO) and FEDER (CTQ2016-75023-C2-1P) for financial support. The project leading to these results has also received funding from “la Caixa” Foundation, under the agreement (LCF/PR/PR18/51130007) (CAIXA-UBU001). R.H.-R. thanks Ministerio de Educación for a FPU predoctoral contract. S.S􀀀 P. thanks Junta de Castilla y León and FSE and FEDER for a postdoctoral contract. application/pdf eng Wiley Chemistry – A European Journal. 2021, V. 27, n. 54, p. 13613-13623 https://doi.org/10.1002/chem.202102000 info:eu-repo/grantAgreement/Junta de Castilla y León//BU291P18 info:eu-repo/grantAgreement/Junta de Castilla y León//BU049P20 info:eu-repo/grantAgreement/Fundación Bancaria Caixa d'Estalvis i Pensions de Barcelona//LCF%2FPR%2FPR18%2F51130007 (CAIXA-UBU001) info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2016-75023-C2-1-P/ES/DESARROLLO DE NUEVAS METODOLOGIAS SINTETICAS. APLICACION A LA PREPARACION DE MOLECULAS DE INTERES Y A LA VALORIZACION DE LA LIGNINA Atribución-NoComercial 4.0 Internacional http://creativecommons.org/licenses/by-nc/4.0/ info:eu-repo/semantics/openAccess Dioxomolybdenum N-heterocycles Nitroaromatics Photophysical properties Reuse of waste Química orgánica Chemistry, Organic Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion