O-alkyl S-3,3-dimethyl-2-oxobutyl dithiocarbonates as versatile sulfur-transfer agents in radical C(sp3)-H functionalization.
Boiling of the title compounds in ethereal solvents or cycloalkanes in the presence of a radical initiator leads to radical C(sp3)-H functionalization, by which a sulfur atom is introduced into the ethereal solvents at the oxygenated carbon atom or into the cycloalkanes. Both acyclic and cyclic ethers, such as [18]crown-6 and [D8]THF, undergo the sulfur transfer. The reaction is useful for the synthesis of monothioacetals, thiols, and sulfides from simple starting materials.
Sato
Akinori
A
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo, Kyoto 615-8510, Japan.
Yorimitsu
Hideki
H
Oshima
Koichiro
K