Efficient synthesis of α,ß-dichlorinated ketones from α,ß-dichlorinated Weinreb amides through a simple work-up procedure.

ABSTRACT

An efficient synthesis of α,ß-dichlorinated ketones from α,ß-dichlorinated Weinreb amides is described. Quenching with nonaqueous HCl avoided side reactions associated with typical work-up procedures. The amide reacted with various nucleophiles to give the corresponding ketones in high yields. A novel reactivity of the Weinreb amide is also discussed.