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Journal of the Serbian Chemical Society 2004 Volume 69, Issue 4, Pages: 239-245
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Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions

Marković Rade, Baranac Marija M., Džambaski Zdravko D.

Pyridinium hydrobromide perbromide (PHBP) is a highly efficient reagent for the conversion of 5-substituted-2-alkylidene-4-oxothiazolidine derivatives to the corresponding thiazolidines with two fully delocalized exocyclic double bonds at the C(2) and C(5) positions. This conversion as a two-step bromination-rearrangement process occurs in acetonitrile under homogeneous reaction conditions.

Keywords: thiazolidine, rearrangement, pyridinium hydrobromide perbromide, acetonitrile