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Communication | Regular issue | Vol 32, No. 11, 1991, pp.2099-2104
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5860
Intramolecular Rearrangement of 2-(2-Propynylsulfinyl)tropone and Its Homologues to Cyclohepta[b]thiophen-8-ones

Bing Zhu Yin, Akira Mori,* and Hitoshi Takeshita*

*Instituete of Advanced Material Study, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan


Thermal reaction of 2-(2-alkynylsulfinyl)tropones afforded 3-acylcyclohepta[b]thiophen-8-ones, their dihydro derivatives as well as deacylated 2,3-dihydrocyclohepta[b]thiophen-8-ones. Deuterium labelling experiment confirmed the intramolecular reaction mode, which is different from the mechanism reported for the reaction of 2-(2-propenylsulfinyl)tropones.