Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions

Abstract

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.

Piridinijum-hidrobromid-perbromid (PHBP) je veoma efikasan reagens za konverziju 5-supstituisanih-2-alkiliden-4-oksotiazolidinskih derivata u odgovarajuće tiazolidine sa dve potpuno delokalizovane egzociklične dvogube veze u položajima C(2) i C(5). Ova konverzija je dvofazni proces bromovanja i premeštanja koji se odvija u acetonitrilu pod homogenim reakcionim uslovima.