Sydnone C-4 heteroarylation with an indolizine ring via Chichibabin indolizine synthesis
Autor: | Denisa Dumitrescu, Mino R. Caira, Florea Dumitrascu, Florin Albota, Constantin Draghici |
---|---|
Přispěvatelé: | Department of Chemistry, Faculty of Science |
Jazyk: | angličtina |
Rok vydání: | 2016 |
Předmět: |
Alkyne
pyridinium N-ylide indolizine 010402 general chemistry Ring (chemistry) 01 natural sciences Medicinal chemistry Full Research Paper lcsh:QD241-441 chemistry.chemical_compound lcsh:Organic chemistry Chichibabin synthesis Organic chemistry biheteroaryl Chichibabin reaction lcsh:Science chemistry.chemical_classification sydnone 010405 organic chemistry Organic Chemistry Nuclear magnetic resonance spectroscopy 0104 chemical sciences Chemistry chemistry Indolizine lcsh:Q Sydnone |
Zdroj: | Beilstein Journal of Organic Chemistry, Vol 12, Iss 1, Pp 2503-2510 (2016) Beilstein Journal of Organic Chemistry |
ISSN: | 1860-5397 |
DOI: | 10.3762/bjoc.12.245 |
Popis: | 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. |
Databáze: | OpenAIRE |
Externí odkaz: |