Alkylation of quinones by carbanions: use of pyridinium ylides to insert phenacyl, acetonyl and related groups
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1753-1757
- https://doi.org/10.1039/p19830001753
Abstract
Reports that carbanions C– add to quinones Q in the ratios 1:1 and 2:1 are confirmed; even if an excess of quinone is present, cage or bridge products are formed only if the carbanion is itself quinonoid. Pyridinium salts C5H5[graphic omitted]CH2COR X– react with quinones in mildly basic solvents to give acetonylquinones and other quinones containing the group RCOCH2.Keywords
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