- 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
PMID25604620
ABSTRACT
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.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
Triphenylphosphine, polymer-bound, 100-200 mesh, extent of labeling: ~1-1.5 mmol/g Capacity (Phosphor)
Copper(I) iodide ChemBeads