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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.

SUBMITTER: Albota F

PROVIDER: S-EPMC5238577 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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

Albota Florin F Caira Mino R MR Draghici Constantin C Dumitrascu Florea F Dumitrescu Denisa E DE

Beilstein journal of organic chemistry 20161123

The synthesis of sydnones heteroarylated at C-4 with an indolizine was achieved by Chichibabin (Tschitschibabin) indolizine synthesis starting from the corresponding sydnone-<i>N</i>-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. ...[more]

PMID: 28144319

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