Synthesis of 2-alkylidenepyrrolidines and pyrroles by condensation of 1,3-dicarbonyl dianions with alpha-azidoketones and subsequent intramolecular Staudinger-aza-Wittig reaction.
The condensation of 1,3-dicarbonyl dianions with alpha-azidoketones afforded open-chained condensation products that were transformed into pyrroles by Staudinger-aza-Wittig reactions and the subsequent treatment with trifluoroacetic acid.
Freifeld
Ilia
I
Institut für Biochemie, Ernst-Moritz-Arndt Universität Greifswald, Soldmannstr. 16, 17487 Greifswald, Germany.
Shojaei
Heydar
H
Langer
Peter
P
D000838:Anions / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014269:Trifluoroacetic Acid / Q000737:chemistry
D000838:Anions; D007659:Ketones; D011758:Pyrroles; D011759:Pyrrolidines; D014269:Trifluoroacetic Acid