The Research On The Radical Coupling Reaction Of 1,3-dithiane With Vinyl Ethers

1,3-Dithianes have been widely used to construct C-C bonds and C-X bonds because of their unique properties of their utility as unique umpolung acyl anionic synthons.Our group has long been dedicated to study the radical coupling reaction of 1,3-dithiane.Previously,we have introduced the radical coupling reaction of 1,3-dithiane with aryl olefins.Vinyl ethers serve as valuable synthetic intermediates that have been utilized in natural product synthesis and polymer precursors.For example,enol ethers can be used as dienophiles to synthesize quinoline derivatives via the aza Diels-Alder reaction.There have been many reported methods for the synthesis of β-ketodithianes,most of which are derived from the reaction ofβ-carbonyl alkyne with propanedithiol.In 1981,Paterso and co-workers reported that silyl enol ethers and 1,3-dithienium fluoroborat can produce β-ketodithianes in a mixed solvent of nitromethane and methylene chloride.Therefore,we have designed and realized the regioselective synthesis of α-dithianyl aldehydes.In addition,the synthesis of 2-substituted dithiane derivatives was also reported.The reaction has the advantages of simple operation,mild conditions,high regioselectivity and wide substrate ranges.