General electrochemical Minisci alkylation of N-heteroarenes with alkyl halides
Entity
UAM. Departamento de Química OrgánicaPublisher
Royal Society of ChemistryDate
2022-05-06Citation
10.1039/d2sc01799g
Chemical Science 13.22 (2022): 6512 - 6518
ISSN
2041-6520 (print); 2041-6539 (online)DOI
10.1039/d2sc01799gProject
info:eu-repo/grantAgreement/EC/H2020/647550/ERC//UNBICAT; Gobierno de España. RTI2018-095038-B-I00; Comunidad de Madrid. S2018/NMT-4367; Comunidad de Madrid. Y2020/NMT-6469/FOTOSURF-CMEditor's Version
https://doi.org/10.1039/d2sc01799gSubjects
Alkyl Radicals; Alkylhalides; Building Blockes; Simple++; Electrochemicals; Heteroarenes; QuímicaRights
© 2022 The Author(s)Abstract
Herein, we report, a general, facile and environmentally friendly Minisci-type alkylation of N-heteroarenes under simple and straightforward electrochemical conditions using widely available alkyl halides as radical precursors. Primary, secondary and tertiary alkyl radicals have been shown to be efficiently generated and coupled with a large variety of N-heteroarenes. The method presents a very high functional group tolerance, including various heterocyclic-based natural products, which highlights the robustness of the methodology. This applicability has been further proved in the synthesis of various interesting biologically valuable building blocks. In addition, we have proposed a mechanism based on different proofs and pieces of electrochemical evidence
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Google Scholar:Río-Rodríguez, Roberto del
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Fragoso-Jarillo, Lorena
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Garrido Castro, Alberto Fernando
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Maestro Rubio, Carmen
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Fernández Salas, José Antonio
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Alemán Lara, José Julián
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