Addition reactions of heterocyclic compounds. Part XXVIII. The synthesis of phenanthridinium-5-vinyloxides and pyrrolo[1,2-f]phenanthridines
- 1 January 1967
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 2066-2071
- https://doi.org/10.1039/j39670002066
Abstract
Dimethyl acetylenedicarboxylate and other acetylenic esters add to phenanthridine 5-oxides to give phenanthridinium-5-vinyloxides, which, if a 6-alkyl group is present, readily cyclise to methoxycarbonylpyrrolo[1,2-f]-phenanthridines. Hydrolysis and decarboxylation give pyrrolo[1,2-f]phenanthridine and derivatives. The nuclear magnetic resonance spectra of these compounds have been partially analysed.Keywords
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