INVESTIGADORES
BAROLO Silvia Maricel
artículos
Título:
Visible‐Light‐Driven Synthesis of Phenanthridin‐6(5H)‐one and N‐Substituted Carbazole Derivatives through Intramolecular C‐H Arylation
Autor/es:
CUELLAR, MICAELA AYELÉN; HEREDIA, MICAELA DENISE; BRARDA, GUILLERMO; BAROLO, SILVIA MARICEL; DÍAZ VÁZQUEZ, EVA DANIELA; UBERMAN, PAULA MARINA; MARTÍN, SANDRA ELIZABETH; BUDÉN, MARÍA EUGENIA
Revista:
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Editorial:
WILEY-V C H VERLAG GMBH
Referencias:
Año: 2023
ISSN:
1434-193X
Resumen:
A visible-light-driven approach towards phenanthridin-6(5H)-one and carbazole rings synthesis under transition-metal-free conditions is here reported. Phenanthridinones and carbazoles are synthesized through an intramolecular arylation of the corresponding N-(2-halobenzyl)-N-methylanilines or N-substituted-N-phenyl anilines using KOtBu as base in dimethyl sulfoxide (DMSO) at room temperature (rt), employing blue light emitting diodes (LEDs) as the light source. The reaction proceeds through photo- and basepromoted homolytic aromatic substitution via photoinduced electron transfer mechanism and it exhibits good tolerance to different functional groups, resulting in good to very good yields (up to 86%).
