Novel addition reactions of new cyclic sulphur ylides, 9-alkyl-10-cyano-9-thiaphenanthrenes with acetylenic electrophiles
- 1 January 1985
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 13,p. 883-884
- https://doi.org/10.1039/c39850000883
Abstract
The addition reactions of 10-cyano-9-methyl-9-thiaphenanthrene(1a) with dimethyl or diethyl acetylenedicarboxylate afforded the novel spiro products (2a) and (2b), respectively; these underwent a thermal 1,5-rearrangement to give the corresponding nine-membered sulphur-containing heterocyclic compounds (4a) and (4a), respectively, while the 9-ethyl derivative (1b) gave a seven-membered 1:1-adduct (3)from the reaction with dimethyl acetylenedicarboxylate.Keywords
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