Sydnone C-4 heteroarylation with an indolizine ring via Chichibabin indolizine synthesis

Journal Article

2016

Permanent link to this Item
http://hdl.handle.net/11427/34225
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AlbotaFlorin_Sydnone_C_4_het_2016.pdf (978.62 KB)
Authors
Albota, Florin
Caira, Mino R
Draghici, Constantin
Dumitrascu, Florea
Dumitrescu, Denisa E
Journal Title

Beilstein Journal of Organic Chemistry

Link to Journal
https://dx.doi.org/10.3762/bjoc.12.245
Journal ISSN
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Publisher
Department
Department of Chemistry
Faculty
Faculty of Science
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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.
Description
Keywords
biheteroaryl
Chichibabin synthesis
indolizine
pyridinium N-ylide
sydnone

Reference:

Albota, F., Caira, M.R., Draghici, C., Dumitrascu, F. & Dumitrescu, D.E. 2016. Sydnone C-4 heteroarylation with an indolizine ring via Chichibabin indolizine synthesis. Beilstein Journal of Organic Chemistry. 12(4):2503 - 2510. http://hdl.handle.net/11427/34225

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