Issue 0, 1971

Studies of heterocyclic compounds. Part X. 6a-Selenathiophthens

Abstract

4-Seleno-4H-thiopyran-4-ones are formed by treatment of 4H-thiopyran-4-ones with phosphoryl chloride in NN-dimethylformamide and subsequent addition of aqueous potassium selenosulphate. 3,5-Dimethyl-4-seleno-4H-thiopyran-4-one was isolated and characterised, but 4-seleno-4H-thiopyran-4-one and 2,6-diphenyl-4-seleno-4H-thiopyran-4-one decomposed on attempted isolation. 4-Seleno-4H-thiopyran-4-ones are ring-opened by sulphide in dimethyl sulphoxide, forming anions which undergo oxidative coupling to give 6a-selenathiophthens, a new class of heterocyclic compounds. The structure of 6a-selenathiophthens is discussed in relation to their 1H n.m.r. spectra.

Article information

Article type
Paper

J. Chem. Soc. C, 1971, 3187-3190

Studies of heterocyclic compounds. Part X. 6a-Selenathiophthens

D. H. Reid, J. Chem. Soc. C, 1971, 3187 DOI: 10.1039/J39710003187

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