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

Year: 2016

Type: article

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.

Source: Beilstein Journal of Organic Chemistry

DOI: 10.3762/bjoc.12.245

Authors: Florin Albota, Mino R Caira, Constantin Draghici, Florea Dumitrascu, Denisa E Dumitrescu

Institutions: Romanian Academy, University of Cape Town, Ovidius University

Language: English

Topic: Synthesis and Reactivity of Heterocycles

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funders: National Research Foundation, University of Cape Town, Medical Research Council

OpenAlex ID: W2552928261