4.5 Article

Suzuki-miyaura cross-coupling approach to 3,4-diaryl-3-pyrrolin-2-ones from tetramic acid triflates

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 15, Pages 2317-2322

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2007-983778

Keywords

lactams; Suzuki-Miyaura cross-couplings; arylations; 3-pyrrolin-2-ones; tetramic acids

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A three-step approach to 4-aryl-3-phenyl-3-pyrrolin-2ones from a readily available tetramic acid is described. The introduction of different aryl groups to the 4-position of the ring system was accomplished utilizing Suzuki-Miyaura cross-coupling reactions of the corresponding tetramic acid triflate. This strategy was successfully employed in the first synthesis of the NH lactam analogue of rofecoxib.

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