4.7 Article

Traceless Directing Group Enabled One-Pot Regiospecific Synthesis of 2,3-Diaryl-4-Fluoropyrroles

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume -, Issue -, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202300625

Keywords

Fluorinated-pyrroles; Traceless directing group strategy; [3+2] cycloaddition

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We present a traceless group directed one-pot regiospecific cycloaddition strategy for the synthesis of 4-fluorinated pyrroles, which have shown promising anti-inflammatory activity in previous studies. This method allows the synthesis of a variety of 4-fluoropyrroles that were previously inaccessible, and a proposed reaction mechanism is based on observed intermediates.
We describe a traceless group directed one-pot regiospecific cycloaddition strategy to construct 4-fluorinated pyrroles, which showcased promising anti-inflammatory activity previously. By taking advantage of this protocol, a range of 4-fluoropyrroles which are inaccessible via previous methods can be obtained, and a tentative reaction mechanism was proposed based on observed intermediates.

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