Polystyrene-supported hydroxamic dithiocarbonic anhydrides: A new class of acyl transfer reagents

摘要

Polystyrene-supported hydroxamic dithiocarbonic anhydrides were developed as a new class of regenerable solid phase reagents for acylating amino groups selectively. The reagent was prepared from crosslinked polystyrene support by a series of polymer analogous reactions. The crosslinking agents used were divinylbenzene (DVB) and ethyleneglycol dimethacrylate (EGDMA). The reagents were found to transfer their acyl groups to amines in solution at room temperature, yielding a solution of the corresponding amides. The influence of solvent, temperature, molar ratio and duration of reaction were studied to find out the optimum conditions. The spent reagent can be regenerated several times by a simple reaction, without significant loss in activity.