Synthesis of pyrrolin-4-ones by Pt-catalyzed cycloisomerization in PEG under microwaves

J Org Chem. 2013 Mar 15;78(6):2698-702. doi: 10.1021/jo302474r. Epub 2013 Feb 13.

Abstract

The unprecedented eco-friendly Pt-catalyzed 5-endo-dig cycloisomerization of readily available α-amino ynones is reported under microwave irradiation in PEG-3400 as reaction matrix. The corresponding pure pyrrolin-4-ones were obtained in excellent yields (80-98%) directly after a straightforward precipitation-filtration workup, thus avoiding any chromatographic purification. The catalytic system was recycled and the chiral purity of all the products was also investigated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques
  • Cyclization
  • Microwaves
  • Platinum / chemistry*
  • Polyethylene Glycols / chemistry*
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry*
  • Stereoisomerism

Substances

  • Pyrroles
  • Polyethylene Glycols
  • Platinum