Accéder au contenu
Merck
  • Expedient synthesis of tetrasubstituted pyrroles via a copper-catalyzed cascade inter-/intramolecular cyclization of 1,3-enynes carry a nitro group with amines.

Expedient synthesis of tetrasubstituted pyrroles via a copper-catalyzed cascade inter-/intramolecular cyclization of 1,3-enynes carry a nitro group with amines.

Organic & biomolecular chemistry (2015-01-22)
Ganesan Bharathiraja, Mani Sengoden, Masanam Kannan, Tharmalingam Punniyamurthy
RÉSUMÉ

Various tetrasubstituted pyrroles/pyrazoles have been prepared from nitro-substituted 1,3-enynes with aromatic amines/hydrazines via a copper-catalyzed cascade aza-Michael addition, cyclization and aromatization at room temperature. This protocol is also effective for the synthesis of tetrasubstituted pyrazoles in high yields.

MATÉRIAUX
Référence du produit
Marque
Description du produit

Sigma-Aldrich
Copper(I) iodide, 98%
Sigma-Aldrich
Bis(triphenylphosphine)palladium(II) dichloride, 98%
Sigma-Aldrich
Copper(I) chloride, reagent grade, 97%
Sigma-Aldrich
Copper(I) chloride, ReagentPlus®, purified, ≥99%
Sigma-Aldrich
Copper(I) iodide, 99.999% trace metals basis
Sigma-Aldrich
Triphenylphosphine, ReagentPlus®, 99%
Sigma-Aldrich
Bis(triphenylphosphine)palladium(II) dichloride
Sigma-Aldrich
Bis(triphenylphosphine)palladium(II) dichloride
Sigma-Aldrich
Copper(I) chloride, ≥99.995% trace metals basis
Sigma-Aldrich
Triphenylphosphine, polymer-bound, 100-200 mesh, extent of labeling: ~1-1.5 mmol/g Capacity (Phosphor)
Sigma-Aldrich
Copper(I) iodide, purum, ≥99.5%
Sigma-Aldrich
Copper(I) iodide, anhydrous, 99.995% trace metals basis
Sigma-Aldrich
Copper(I) chloride, AnhydroBeads, ≥99.99% trace metals basis
Sigma-Aldrich
Triphenylphosphine, ≥95.0% (GC)
Copper(I) iodide ChemBeads