title: A synthesis of functionalized dihydro-1Η-pyrrolizines and spiropyrrolizines via [2 + 3] cycloaddition reactions.
abstract: A one-pot synthesis of dihydro-1H-pyrrolizine derivatives via [Formula: see text] cycloaddition reaction of azomethine ylides, prepared in situ from proline and ninhydrin, with dialkyl acetylenedicarboxylates, in alcohols, is described. When sarcosine was used instead of proline, functionalized spiropyrrolizines were obtained. Under these conditions, alkyl propiolates produced stable spirans.
authors.affiliation: Department of Chemistry, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran. yavarisa@modares.ac.ir.
authors.forename: Issa
authors.initials: I
authors.lastname: Yavari
authors.affiliation: Department of Chemistry, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran.
authors.forename: Leila
authors.initials: L
authors.lastname: Baoosi
authors.affiliation: Department of Inorganic Chemistry, Chemistry and Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran.
authors.forename: Mohammad R
authors.initials: MR
authors.lastname: Halvagar
mesh_terms: D001391:Azo Compounds / Q000737:chemistry; D061565:Cycloaddition Reaction; D008958:Models, Molecular; D008968:Molecular Conformation; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*; D013882:Thiosemicarbazones / Q000737:chemistry
chemical_list: D001391:Azo Compounds; D011758:Pyrroles; D013141:Spiro Compounds; D013882:Thiosemicarbazones; C512188:azomethine
keywords: 1, 3-Dipolar cycloaddition; Dihydro-1H-pyrrolizine; Ninhydrin; Spirans; Spiropyrrolizines