title: Sydnone C-4 heteroarylation with an indolizine ring via Chichibabin indolizine synthesis.
abstract: The synthesis of sydnones heteroarylated at C-4 with an indolizine was achieved by Chichibabin (Tschitschibabin) indolizine synthesis starting from the corresponding sydnone-N-pyridinium bromides. The latter compounds were also transformed to sydnone-indolizines connected through a keto group at the C-4 position by refluxing them in 1,2-epoxybutane with an activated alkyne. The structures of the new compounds were assigned by FTIR, NMR spectroscopy and X-ray analysis.
authors.affiliation: Center of Organic Chemistry ''C. D. Nenitzescu'', Roumanian Academy, Spl Independentei 202B, 060023 Bucharest, Romania.
authors.forename: Florin
authors.initials: F
authors.lastname: Albota
authors.affiliation: Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa.
authors.forename: Mino R
authors.initials: MR
authors.lastname: Caira
authors.affiliation: Center of Organic Chemistry ''C. D. Nenitzescu'', Roumanian Academy, Spl Independentei 202B, 060023 Bucharest, Romania.
authors.forename: Constantin
authors.initials: C
authors.lastname: Draghici
authors.affiliation: Center of Organic Chemistry ''C. D. Nenitzescu'', Roumanian Academy, Spl Independentei 202B, 060023 Bucharest, Romania.
authors.forename: Florea
authors.initials: F
authors.lastname: Dumitrascu
authors.affiliation: Faculty of Pharmacy, University Ovidius, Aleea Universitatii 1, Constantza, Romania.
authors.forename: Denisa E
authors.initials: DE
authors.lastname: Dumitrescu
keywords: Chichibabin synthesis; biheteroaryl; indolizine; pyridinium N-ylide; sydnone