SYNTHESIS OF THIAMONO- AND THIABICYCLANES FROM SODIUM SULFIDE AND METHANETHIOLATE
DOI:
https://doi.org/10.1007/6555Keywords:
1-[5-acetyl-3-(methylthiomethyl)tetrahydro-3-thiopyranyl]-1-ethanone, 4-methyl-1-methylthiomethyl-7-thiabicyclo[3.3.1]non-3-en-2-one, sodium methanethiolate, sodium sulfide, condensationAbstract
1-[5-Acetyl-3-(methylthiomethyl)tetrahydro-3-thiopyranyl]-1-ethanone was obtained by the interaction of sodium sulfide and sodium methanethiolate with formaldehyde and acetone. The intramolecular crotonate condensation of the product leads to 4-methyl-1-methylthiomethyl-7-thiabicyclo[3.3.1]non-3-en-2-one. The participation of 3-methylthiomethyl-3-buten-2-one in the formation of a thiamonocyclane is clarified. A probable scheme for the conversions is proposed.
How to Cite
Baeva, L. A.; Ulendeeva, A. D.; Shitikova, O. V.; Lyapina, N. K. Chem. Heterocycl. Compd. 2009, 45, 11197. [Khim. Geterotsikl. Soedin. 2009, 1494.]
For this article in the English edition see DOI 10.1007/s10593-010-0407-3