4.5 Article

Copper(II) Triflate-Sodium Dodecyl Sulfate Catalyzed Preparation of 1,2-Diphenyl-2,3-dihydro-4-pyridones in Aqueous Acidic Medium

Journal

SYNTHESIS-STUTTGART
Volume 44, Issue 14, Pages 2181-2184

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0031-1291040

Keywords

aza-Diels-Alder reaction; Lewis acid; aqueous medium; pyridones; copper(II) triflate

Funding

  1. Ministero dell'Istruzione, dell'Universita e della Ricerca (MIUR)
  2. Universita degli Studi di Perugia

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The reactions between N-benzylideneanilines and Danishefsky's diene proceed smoothly in acidic aqueous medium in the presence of a catalytic amount of copper(II) triflate-sodium dodecyl sulfate [Cu(OTf)(2)-SDS] to afford the corresponding 1,2-diphenyl-2,3-dihydro-4-pyridones in excellent yields of 84-95%. The aqueous solution containing the catalyst is recovered and reused without any loss in efficiency.

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