The pyridine-catalyzed reaction between a number of propanedioic acid derivatives 1 and thionyl chloride has been investigated in detail. Contrary to popular belief the straightforward formation of the corresponding alpha-chloro sulfenyl chlorides 2 is the exception rather than the rule. The propanediamide 2e, not available by the "standard" reaction of le with thionyl chloride, is surprisingly formed by reaction of le with sulfur dichloride. The usefulness of 2 as thiosulfine 4 precursors has been demonstrated.
|Journal||EUROPEAN JOURNAL OF ORGANIC CHEMISTRY|
|Publication status||Published - 2002|