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Synthesis 2018; 50(08): 1621-1628
DOI: 10.1055/s-0036-1591937
DOI: 10.1055/s-0036-1591937
feature
Synthesis of Fluorinated Acridines via Sequential Micellar Buchwald–Hartwig Amination/Cyclization of Aryl Bromides
The contribution from CNR through the Progetto Premiale 2012 EOS is gratefully acknowledged.Further Information
Publication History
Received: 21 December 2017
Accepted after revision: 26 January 2018
Publication Date:
26 February 2018 (online)
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.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591937.
- Supporting Information
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