A New Reaction of α-Chloro-α-chlorosulfenyl Ketones: Facile Syntheses of 3,3-Dichloro- and 3-Chloro-Chroman-4-ones and Thiochroman-4-ones

Article abstract of DOI:10.1016/S0040-4020(01)90434-X

3-Chloro-3-chlorosulfenylchroman-4-ones are efficiently obtained from chroman-4-ones by treatment with thionyl chloride.Direct oxidation affords 3,3-dichlorochroman-4-ones, whilst conversion to the sulfenamides prior to oxidation provides a facile route to 3-chlorochroman-4-ones.