The Reaction of α-Carbonyl Sulfides with Bases. II. The Effect of Variation in the Nucleophiles
- 1 March 1971
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 44 (3) , 832-835
- https://doi.org/10.1246/bcsj.44.832
Abstract
The reactions of α-alkylthio ketones with various nucleophiles were examined. It was found that such “strong bases” as ethoxide did not cause any cleavage of the C–S bond, whereas such “weak bases” as thiourea could cause the cleavage. The phenomena may be explained by the concept of soft-and-hard acids and bases. Discussions are given of some reactions of the nucleophilic attack on sulfur, which have previously been reported, in the light of this new reaction.Keywords
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