Fluorinated unsymmetrical acridines are efficiently prepared by means of a tandem micellar Buchwald-Hartwig amination followed by an acid-promoted cyclization. The overall process is advantageous with respect to previously described protocols both in terms of efficiency and sustainability. The role of the cosolvent in the amination step is highlighted, demonstrating that rather than resorting to highly expensive catalysts, Buchwald-Hartwig aminations can be straightforwardly carried out by tuning the reaction site polarity.

Vaghi, L., Sanzone, A., Sassi, M., Pagani, S., Papagni, A., & Beverina, L. (2018). Synthesis of Fluorinated Acridines via Sequential Micellar Buchwald-Hartwig Amination/Cyclization of Aryl Bromides. SYNTHESIS, 50(8), 1621-1628 [10.1055/s-0036-1591937].

Synthesis of Fluorinated Acridines via Sequential Micellar Buchwald-Hartwig Amination/Cyclization of Aryl Bromides

Vaghi, Luca
Primo
;
Sanzone, Alessandro;Sassi, Mauro;Papagni, Antonio;Beverina, Luca
2018

Abstract

Fluorinated unsymmetrical acridines are efficiently prepared by means of a tandem micellar Buchwald-Hartwig amination followed by an acid-promoted cyclization. The overall process is advantageous with respect to previously described protocols both in terms of efficiency and sustainability. The role of the cosolvent in the amination step is highlighted, demonstrating that rather than resorting to highly expensive catalysts, Buchwald-Hartwig aminations can be straightforwardly carried out by tuning the reaction site polarity.
Articolo in rivista - Articolo scientifico
Buchwald-Hartwig amination; cosolvent; fluorinated acridines; micellar synthesis; Catalysis; Organic Chemistry
English
1621
1628
8
Vaghi, L., Sanzone, A., Sassi, M., Pagani, S., Papagni, A., & Beverina, L. (2018). Synthesis of Fluorinated Acridines via Sequential Micellar Buchwald-Hartwig Amination/Cyclization of Aryl Bromides. SYNTHESIS, 50(8), 1621-1628 [10.1055/s-0036-1591937].
Vaghi, L; Sanzone, A; Sassi, M; Pagani, S; Papagni, A; Beverina, L
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/196435
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