Amudi, KarinaKuzu, BurakKolak, SedaGenc, HasanMenges, Nurettin2025-05-102025-05-1020230936-52141437-209610.1055/a-2006-43902-s2.0-85146765191https://doi.org/10.1055/a-2006-4390https://hdl.handle.net/20.500.14720/10543Menges, Nurettin/0000-0002-5990-62751H-Pyrrole reacted with lactone-type 2,3-furandione derivatives in anhydrous diethyl ether at room temperature to give a series of derivatives of pyrrolizinone (which is among the most important al-kaloid skeletons) in a single step without a catalyst. Pyrrolizinone derivatives with a variety of substituents, such as phenyl, substituted phenyl, thienyl, trifluoromethyl, naphthyl, biphenylyl, ester, or oxalate, were obtained. The reaction of an equimolar amount of pyrrole gave pyrroliz-inones, whereas an excess of pyrrole gave pyrrolizino[1,2-a]pyrrolizin-5-ones containing a skeleton that had not previously been reported. The purified molecules were obtained in yields of up to 91%. One cyclization process was carried out on a gram scale, yielding 0.952 g (71%) of the corresponding product.eninfo:eu-repo/semantics/closedAccessFurandionesAlkaloidsMichael AdditionDecarboxylationPyrrolizinonesPyrrolizinopyrrolizinonesArticle3411Q3Q312651269WOS:000932409700001