Benzoyl-substituted thiirans and oxathioles. The synthesis and properties of 2-benzoyl-5-phenyl-1,3-oxathiole
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 1547-1550
- https://doi.org/10.1039/p19780001547
Abstract
2-Benzoyl-5-phenyl-1,3-oxathiole (8) has been prepared and characterized. The chemical and spectral properties of this compound confirm our previous assignment of the structure of 2-benzoyl-2,4,5-triphenyl-1,3-oxathiole (2a) which had earlier been reported to be 2,3-dibenzoyl-2,3-diphenylthiiran (1a). Deuterium-labelling experiments have shown that no equilibrium occurs under mild conditions (120 °C) between the 2-benzoyl-5-phenyl-1,3-oxathiole (8) and the corresponding thiiran (15). At higher temperatures decomposition occurs. Upon rapid pyrolysis at 275 °C 1,2-dibenzoylethylene is formed.Keywords
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