Gandioso, AlbertEl Fakiri, MohamedRovira, AnnaMarchán Sancho, Vicente2020-09-082020-09-082020-08-072046-2069https://hdl.handle.net/2445/170325We describe a novel transition metal-free method for the synthesis of N-difluoromethylated pyridines and 4-pyridones/quinolones by using readily available ethyl bromodifluoroacetate as a fluorine source. The formation of N-difluoromethylated pyridines involves a two-step process in which N-alkylation by ethyl bromodifluoroacetate is followed by in situ hydrolysis of the ester and decarboxylation. Besides optimizing the N-difluoromethylation conditions and assessing the influence of steric and electronic effects on the outcome of the reaction, we have synthesized the N-difluoromethylated analogues of two fluorophores and demonstrated that their spectroscopic properties can be improved through replacement of N-CH3 group by N-CF2H.6 p.application/pdfengcc-by (c) López-Corrales, Marta et al., 2020http://creativecommons.org/licenses/by/3.0/esSíntesi orgànicaCompostos de metalls de transicióOrganic synthesisTransition metal compoundsinfo:eu-repo/semantics/article7031142020-09-08info:eu-repo/semantics/openAccess