A Radical Substitution on Sulfur of Thioester Group. Formation of β- and γ-Thiolactone

Article abstract of DOI:10.1246/cl.1988.199

Alkyl radicals having (t-butylthio)carbonyl group on β- or γ-position gave β- or γ-thiolactones whereas the homologous radical did not give δ-thiolactone.These reactions involve intramolecular radical substitution on the sulfur atom of thioester group.Ethylthioesters have much less reactivity to the same substitution.