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

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Abstract

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.

Original languageEnglish
Pages (from-to)5245-5254
Number of pages10
JournalTetrahedron
Volume50
Issue number17
DOIs
Publication statusPublished - 25 Apr 1994
Externally publishedYes

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